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Holiday Rentals near SUP Englewood

8918 Midnight Pass Road, Englewood, Florida 34242
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    Travellers to Englewood are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Englewood
    Siesta Key -  2bdrm on the beach - amazing views!!1 / 27
    (28)Excellent
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    3.4 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Adorable, clean & quiet condo steps from the beach, dining, & shopping.1 / 14
    (3)Excellent
    3.2 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Beachfront Ground Level Suite - Remodeled - 2 king bedrooms1 / 40
    (5)Very good
    0.6 kilometres from SUP Englewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    If you are an avid beach goer, you're average rental experience probably includes lifting and lugging a million beach accessories and toys (if you have kids) for what seems like...
    Reviewed 16 August 2016
    This unit is literally 200 steps to the water. Fantastic ocean front appeal and it had literally the best master suite mattress that we've had in years for a vacation property...
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    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a quiet and relaxed complex on the...
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW EVERYTHING Luxury King Villa #2  July 2nd 3 NIGHTS  Walk to the beach Pool1 / 13
    (1)Excellent
    3.4 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Everything is new in our 1 bedroom condo. Inside and out King size double pillow top bed Kitchen, Coffee maker, Microwave, Toaster. 55 inch HDtv in lounge 50 inch HDtv in bedroom New heated swimmimng pool Free internet Free parking A short walk to Siesta Key beach 2 night Minimum retals
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Superb Village Des Pins Sarasota vacation villa near Siesta Key1 / 25
    (10)Very good
    2.9 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2014
    We had a wonderful week in this villa. I am sorely tempted to go live there. It's enormous! There were only the 2 of us, but even for a family there was loads of room. The...
    Reviewed 16 June 2014
    My wife and I stayed here on our recent honeymoon and absolutely loved it. It's a really lovely villa with large rooms, very modern furniture, and plenty of useful appliances...
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    About this property
    Thanks for considering our property. If you have stayed with us before, let us know for a loyalty discount! We would be happy to answer any questions on any aspect of the rental. This top quality spacious modern corner villa is set in an award winning, safe, semi gated community, and are the...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Timberwoods Vacation Villas Best Value in Sarasota1 / 18
    (20)Very good
    2.8 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2016
    We enjoyed our stay--especially the ease of getting anyplace we were interested in. A Publix grocery store is a short drive away, It was easy to drive down to Venice and up to...
    Reviewed 10 August 2015
    Wonderfully relaxing and well maintained complex of villas. Villa was spacious and well appointed. Master bedroom was huge - with a suitably massive bed. Lovely bathrooms. Pool...
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    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    1.4 kilometres from SUP Englewood
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    Beautifully remodelled, 3 bedroom, 2 bathroom home located about 10 to 15 minute drive from Siesta Key beach. The backyard is directly on the Sarasota Bay so you can see the...
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    About this property
    Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.9 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Village des Pins! We offer you a lovely 2 bedroom, 2 bath, one car garage, single story villa surrounded by beautiful Florida Palms and other luscious greenery on the south side of Sarasota. This community has a clubhouse with many amenities, including a two tennis courts (lighted),...
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    Gulf Gate Branch, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED1 / 31
    (11)Excellent
    0.8 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2018
    Fishermans cove condo was perfect. It was located at the lower end of the key so it was quiet. The unit allowed for views of the sunrise and sunset. We have booked it for next...
    Reviewed 27 November 2017
    We loved the condo, loved the location. The staff was very friendly and helpful. I cant say anything bad about it, it was GREAT!! I cant wait to go back!
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    About this property
    Our Fisherman's Cove condo description Paradise awaits - GORGEOUS, totally renovated in 2016, two bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the and sunrise views of the lagoon, expansive water views from every window. Beach was restored so it is large...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newly Renovated Waterfront Condo w/Beach Access1 / 21
    (3)Excellent
    0.5 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Balcony
    • Washer
    • Parking
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2017
    A really lovely apartment, very well equipped. location is perfect if you want a peacful beach holiday.Turtle beach is stunning and great for fishing, swimming and collecting...
    Reviewed 18 April 2017
    This is a wonderful 2-bedroom, 2 bath condo overlooking the bay. The nicely decorated lanai is a great place to relax with your morning coffee. The kitchen is wonderfully...
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    About this property
    Our 2nd floor, end unit condo was completely renovated over the winter of 2012– 2013. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 33
    (4)Very good
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2018
    Siesta Key is our favorite domestic vacation spot. However, it has become a very popular, crowded, and loud spring break spot, especially at the public beach and the Village...
    Reviewed 2 July 2017
    We had the best vacation ever at this condo. Everything was clean and comfortable. The beach was beautiful an almost private. We enjoyed all The surrounding activities. Kayaking...
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    About this property
    Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of. This unit unfolds as you...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Summer Rates on this lovely condo by the worlds #1 beaches on Siesta Key1 / 20
    (4)Very good
    3.2 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    This unit is amazing! There’s enough room for a family to stay comfortably and without worries if they forgot something. The unit has everything you need while on vacation! The...
    Reviewed 5 days ago
    Totally loved this condo. Everything you need at your fingertips! Angel thinks of all the tiny things you may forget!! Location is perfect, short walk to the gorgeous beach and...
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    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to beach at access 13, a more secluded area and away from the more crowded beaches. The king sized bed is extra comfortable with a flat screened tv, dressers, nightstands, fan, and walk in...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Timberwoods Vacation Villa Best Value in Sarasota1 / 18
    (2)Excellent
    2.8 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Hot Tub
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.4 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Ringling bungalow has a private deck area off the front of the bungalow overlooking pristine Heron Lagoon that includes two chaise lounges. This bungalow includes a full kitchen including a microwave, coffee pot, toaster, oven, and fridge. The bungalow has a queen bed in the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Newly Remodeled 3BR 2BA Home Near Beaches1 / 15
    (2)Average
    2.7 kilometres from SUP Englewood
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Parking
    • Patio
    • Washer
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2018
    When we first arrived there were problems with a/c and there were few hangers and almost no bedside lamps or access to plugs in master bedroom there were no instructions...
    Reviewed 31 March 2016
    This house has recently been completely and tastefully renovated. it is updated, very clean, spacious and comfortable. The owner is very timely and responsive to questions, and...
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    About this property
    Completely remodeled home within 5 miles of world famous Siesta Key beach. The home boasts 3 large bedrooms and 2 full bathrooms, along with a beautiful open kitchen/dining/living room area with a screened lanai and a patio. 1 Bedroom - 1 King Bed 1 Bedroom - 1 Queen Bed and 1 Futon 1 Bedroom -...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Flip Flop Cottages Siesta Key Florida1 / 42
    (2)Average
    0.7 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Patio
    • Porch
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Superb spacious villa at the Village Des Pins community close to Siesta Key!!1 / 28
    (21)Excellent
    2.9 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2014
    My husband and I and our 3 adult children spent 9 nights at this property. Loved it - esp. proximity to beaches and Sarasota area. Everything was convenient and well equipped...
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    About this property
    Thanks for considering our property. If you have stayed with us before, let us know for a loyalty discount! We can also offer a Disney area / Gulf Coast combination rental deal for those looking for the complete Florida experience! search 'premiervacationsflorida' Cost effective, Comfortable,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUX CONDOs near beautiful, sparkling Siesta Key Beach.1 / 27
    (1)Excellent
    3.1 kilometres from SUP Englewood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    The location is great. Really close to the beach. The host is very friendly and helpful. We enjoyed our vacation.
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    About this property
    Dear Renter, I am Beya, the owner with more a decade experience in the vacation rental field. I have been offering authentic condos in the beautiful natural area of the Vintage Grand community. I would be happy to host you in one of my condos.I have down and upstairs floor condos with lake-view or...
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    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Quiet and Comfortable Condo Near Turtle Beach1 / 42
    (5)Very good
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    We really enjoyed our stay at Dana Z's condo. It was close to all the amenities on Siesta Key. The condo was quiet and peaceful. The water front gave us many enjoyable evenings...
    Reviewed 21 February 2018
    Great place, but needs some attention to the bed in master bedroom also a updated tv in the living room. I would recommend this place for older adults.
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Remodeled, all new listing on Siesta Key with Summer Rates. Gorgeous condo.1 / 26
    (1)Excellent
    3.2 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Patio
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    • Washer
    • Balcony
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    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    I’ve stayed in siesta key over 50 times in different rooms and the last 10 or so have been at island time rentals clean modern everything you can imagine is there at you...
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    About this property
    This meticulously spotless, brand new renovated condo is finally ready for booking. It is located upstairs. It has 2 bedrooms and 2 bathrooms, king and queen both with huge walk in closets and private bathrooms. Very bright and light and decorated in a tropical & modern decor. Huge kitchen with...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3.3 kilometres from SUP Englewood
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Morning Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 10] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers,...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    0.5 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Grill
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Within just a few feet of the beach, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather sectional couch, recliner chairs, teak furnishings, ceiling fans in all rooms, a 55 inch smart TV in the living room and a flat screen TV in each...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Coquina! Our newest luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3.3 kilometres from SUP Englewood
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Cascada is a uniquely configured private home featuring a heated pool/waterfall, 4 bedrooms, 4 bathrooms that sleeps 12, with 2 living areas and 2 kitchens and an almost unbelievable pool courtyard surrounded by lush gardens and a tall privacy wall enclosing the entire property. Each of the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3.4 kilometres from SUP Englewood
    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Grill
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Abalone! Our newly constructed luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Tegula! Our newly constructed luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Balcony
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    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Stolida! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale1 / 44
    (7)Very good
    2.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2018
    This is a clean, well furnished condo on the beach. Located away from the crowded commercial beaches. Relaxing place to take a morning walk, soak in the sun's warm rays and...
    Reviewed 17 February 2018
    We were so impressed with our unit. We opened the door and music was playing, the unit was immaculate, there was bottled water and a bottle of wine chilling. We enjoyed our...
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Star Fish Casita - 2 BR Casita, Heated Pool, 4 Min Walk to Beach [Sleeps 6]1 / 20
    (2)Excellent
    3.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
    • Patio
    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2018
    We thoroughly enjoyed our stay at the Star Fish Casita. We have previously always stayed in a hotel, but decided to give a rental a try. We were not disappointed! Every...
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    About this property
    The Star Fish and Coral Reef casitas are two separate units which can be uniquely configured to create Villa Dom Brisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. Please Note: These units...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Enchanting Toes In The Sand Gulfront Condo1 / 24
    (16)Excellent
    0.1 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Waterfront
    • Internet Access
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2017
    Great location. Very clean appartment. Two very spacious bedrooms each with on suite. There were five of us and my 6 year old daughter slept on the pull out sofa in the lounge...
    Reviewed 2 July 2017
    I was hoping this place was as good as it looked-- and it was! We loved being able to walked out our door and be on the beach. We had everything we needed right at our condo...
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    About this property
    Your gulf-front vacation home in a magical, paradise cove awaits you. Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach! You’ll awaken to the energizing sight of the sun and the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home. Please Note: These units [Sea Wave & Sea Shell] can be rented separately. Combined, these units are called: Villa Brisa Marina...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Honey Mango Cabana – 2/1, Shared Heated Pool, Near Beach Access1 / 24
    (1)Excellent
    3.3 kilometres from SUP Englewood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Honey and Juicy Mango. This provides a fantastic and unique...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor1 / 31
    (7)Very good
    0.1 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 December 2017
    It was a great place, nicely equipped to enjoy the beach! Had sand toys, chairs and even beach towels!! Totally would recommend!
    Reviewed 21 August 2017
    Room was very clean and had a little bit of everything you need. It was actually nicer than what we had expected from the pics online when booking. Boat docks in great shape...
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos to the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from SUP Englewood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Porch
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turtle beach was just re-nourished in March 2016!! Come enjoy the great new beach at Fisherman's Cove! Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos -just uploaded!) Our ground-level...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from SUP Englewood
    8 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Conch! Our newest luxury cottage has all the amenities your large group [up to 24!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor, gorgeous and decadent...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 12
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    3.3 kilometres from SUP Englewood
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 8] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent bathrooms, new appliances, new washers/dryers, quartz...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Dom Bisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. Please Note: These units [Coral...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!1 / 30
    (27)Very good
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    Had a fortnight in this first floor condo which we have used before some years ago. The actual location is spot on for a relaxing break. The beach and sea is right outside the...
    Reviewed 26 May 2017
    this condo is beautiful...has great views of the gulf. plenty of beach chairs and all you need in way of kitchen items..plenty of restaurants close by. you will love it.. it...
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale     Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale1 / 29
    (12)Very good
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2018
    10 years with sunnyside properties at fisherman's cove. two building 3-story condo complex with gated entry and private pool. very private, very quiet and very convenient to...
    Reviewed 25 February 2018
    This unit was perfect for us. It was very private location at the end of the cove. It has two new gas grills at the end of each building. The interior of unit was updated and...
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor1 / 44
    (5)Excellent
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    This was our first trip to Siesta Key and we loved it! The condo was nicely set up and as close to the ocean as you could get without being in it. You walked out the back door...
    Reviewed 16 July 2016
    Great condo right on beach with everything you need for you vacation. We really enjoyed our stay and will be back. Thank you!
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos to the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Buccaneer's Hideaway! Tucked away in this pirate's hidden cove, you will find a tranquil retreat that will soothe your soul and revitalize your life's passion for finding your next treasure! Sometimes life's high seas can take their toll on you, and escaping to your private cove for rest...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Balcony
    • Patio
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Nautilus! Our newly constructed luxury home is now accepting reservations. Our array of amenities and easy access to Point of Rocks Beach creates an ideal setting for large families or groups with up to 24 people. Inside you’ll enjoy contemporary porcelain wood style flooring...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    3.2 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Waterfront
    • Washer
    • Ocean Views
    • Patio
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely private Gulf of Mexico Frontage vintage home... this is a lovingly maintained private home, the home features an all wood tongue and groove interior reminding us of a New England camp. The home has extensive rear oceanfront sun decks leading to a large private gazebo, on a bluff, overlooking...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mango Manor - Vibrant 4/3, W/Heated Pool, Right By Beach Access #13 [Sleeps 12]1 / 52
    (1)Excellent
    3.2 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    Very practical. 2 separate units that realistically can sleep 10. Nice kitchens. You have your own gated pool [like a house pool]. The units have bikes and beach wagons. You are...
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    About this property
    Welcome to the Mango Manor! This beautiful and vibrant 4 bedroom, 3 bathroom vacation home accommodates up to 12 people, with a fantastic and unique configuration that allows for large families traveling together to enjoy some well deserved togetherness as well as a little self-indulgence when the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of 'Mango Manor,' which is comprised of the two separate cabanas, Juicy and Honey Mango. This provides a fantastic and unique...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key1 / 27
    (2)Excellent
    0.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2016
    what a beautiful clean condo with a fantastic view of the gulf. all the restaurants on siesta key were fantastic. we will be returning for a third time next year. it is truly a...
    Reviewed 20 February 2016
    The unit was a good size with a fantastic view of the gulf. The furnishings were not brand new but everything was clean and fairly nicely updated. The TV in the living room, the...
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    About this property
    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Shell Casita- Amazing 2BR Heated Pool Casita, Near Beach Access [Sleeps 6]1 / 20
    (6)Excellent
    3.3 kilometres from SUP Englewood
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 2017
    We really enjoyed our time at the Sea Shell Casita. It was welcoming and we had help whenever we needed it - like when my mom had a shell fall down the garbage disposal! The...
    Reviewed 17 May 2016
    The owners of the Sea Shell could not have been anymore accommodating. The pool and the smell of the Honeysuckle growing was very special and the grounds were really beautiful...
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    About this property
    The Sea Shell and Sea Wave are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home. Please Note: These units [Sea Shell & Sea Wave] can be rented separately. Combined, these units are called: Villa Brisa...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from SUP Englewood
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Seahorse Cabana! Please Note: Sleeps 8: K, K, 2T, QAB (queen air bed) These units [Sandy Cabana & Seahorse Cabana] can be rented separately. Combined, these units are called: Sandy Seahorse Cottage (Sleeps 16) If one unit is not available, please contact us for the availability of...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3.4 kilometres from SUP Englewood
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Eulimia! Our newly constructed luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor,...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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