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Pet Friendly Holiday Rentals in Osprey

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    113 Matching Rentals in the Osprey AreaView all 848 rentals
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    Don't let other travellers get your favourite Osprey area holiday rental. You're so close to securing your perfect getaway. Book today.
    Osprey
    1 Review
    3 Bedrooms, Sleeps 5Quick View
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    Osprey
    1 Bedroom, Sleeps 2Quick View
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    Osprey
    2 Bedrooms, Sleeps 4Quick View
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    Osprey
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 27 June 2014
    Me and 5 other people stayed at this beautiful house for one week. The house is located in a quiet and beautiful neighborhood. We were only a few minutes from Siesta Key Beach...
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    About this property
    New on the market! Magnificent big villa, 3 bedrooms, 2.5 bathrooms, dining room, leaving room and family room. Freshly paint with new furniture.Plenty lanai room with swimming pool.The house is quite equipped to receive easily 6 people. Placed well close of many beaches as Casey key beach,...
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    Location Information
    Osprey, Florida 34229
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The following rentals are within 15 kilometres of Osprey.
    Venice
    3 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    • Patio
    • Washer
    • Grill
    • Satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 10 December 2016
    We enjoyed our 11-night stay in this comfortable, well-furnished home. The bed was comfortable, plenty of closet space, kitchen had everything we needed. We appreciated having...
    Excellent of 5 bubbles
    Reviewed 29 June 2015
    Stayed a week in June 2015. We were very pleased with the house. The photos and description match exactly what you are getting. The place was spotless and the kitchen was very...
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    About this property
    Fully renovated Vacation Home is located in the heart of South Venice City, The property situated in a safe and quite neighborhood, which is fenced around for privacy. It has a spacious interior with an open concept living room, kitchen and dining area, including three large bedrooms and two...
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    Venice, Southwest Gulf Coast 34293 5768
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Lido Key
    2 Bedrooms, Sleeps 5Quick View
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    • Patio
    • Housekeeping Included
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Venice
    3 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 14 March 2017
    This cozy and comfortable 3 bedroom 2 bath ranch style home has a great location walking distance from everything on the Island. The home is clean, well equipped, relatively...
    Excellent of 5 bubbles
    Reviewed 7 March 2017
    good neighborhood, quiet, great location to downtown venice. close to the beach. the owners were there to greet us and offered their help to make our stay enjoyable, which it...
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    About this property
    Very quiet neighborhood, but 2 1/2 blocks from Venice beach Florida. 2 blocks from the Venice Avenue with shopping and restaurants. Turn Key, fully furnished all linens including beach towels and beach chairs. Two car attached garage with washer and Dryer. Come and enjoy a slower pace of life...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    1 Review
    2 Bedrooms, Sleeps 5Quick View
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    • Internet Access
    • Balcony
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 week ago
    This location is great - quiet and relaxing! This home is comfortable and meets all of ones needs. Bruce the owner was very welcoming and helped make our stay very enjoyable...
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    About this property
    Location, location, location! Just a 3 block walk to a free boat ride to a private beach on Manasota Key. I provide 5 beach chairs, 5 beach towels and a cooler for your use. The beach ferry runs every day except Wednesday, from 9:30am to sunset. Up to 6 people can use the ferry pass I provide. I...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Siesta Key
    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
    • DVD Player
    • Balcony
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 3 February 2017
    It was like home away from home. Glad we were able to take our dog and cottage was fully equipped with everything necessary for our stay.
    Excellent of 5 bubbles
    Reviewed 31 May 2016
    The space seems bigger than the pictures lead it on to be which is a plus! We really enjoyed our stay as the master bedroom was very spacious. We visit Siesta Key almost every...
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    About this property
    Half Mile to the Beach This recently remodeled Beach house has both inside and outside living spaces. There is a combination Kitchen/dining/living area with windows on every wall allowing in loads of the wonderful Florida natural light. The kitchen is all white with stainless appliances and...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Venice
    3 Bedrooms, Sleeps 8Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location, short walk to beach, town, and bike trail. Venice Island was just featured in "Coastal Living Magazine" as one of the best seaside towns in the US. Three bedroom, two bath home with screened pool, veranda and air conditioning . Quiet neighborhood, but close to...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key
    3 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Waterfront
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 June 2016
    For our first time in Florida we have been looking for the perfect house to rent and we couldn't have made a better choice!! We were 5 in total and the house is just perfect...
    Excellent of 5 bubbles
    Reviewed 19 April 2016
    We have been in search of the 'perfect' family holiday since our twin daughters were born 6 years ago, and we can finally say we have found it!! We have just returned from an 11...
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Waterfront
    • Patio
    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    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 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Nokomis
    2 Bedrooms, Sleeps 5Quick View
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    • Washer
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    • Grill
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    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom, 1 Bathroom, Sleeps 4 adults Available for reservations. Weekly and monthly rates. All utilities included + TV and internet. The kitchen: comes equipped with everything for a quick get away week or an entire season: refrigerator/freezer, stove, microwave, coffee pot, tea pot cattle,...
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    Location Information
    Nokomis, Florida 34275
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Venice
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full of light, cathedral ceilings, open concept with split bedroom design so master suite is on opposite side of house from guest bedrooms and bath. Fully equipped kitchen with large refrigerator, new dishwasher, radiant heat electric stove, new convection/microwave. Well stocked with pots, pans,...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    4 Bedrooms, Sleeps 8Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have a boat, bring it along, because this 4 bedroom, two bath pet friendly home has it's own boat dock!! Want to hit the beach? No problem because you're a short walk from access #5 to Siesta Key Beach, voted #1 beach in the USA. Just steps from Siesta Key village where you can dine in one...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Venice
    8 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Grill
    • Patio
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 18 March 2017
    This three bedroom rental home was perfect for our family and allowed plenty of room for entertaining friends. Great area for biking around the park and bathing at nearby...
    Excellent of 5 bubbles
    Reviewed 3 December 2016
    The house and pool were just great. There was everything we needed to accommodate 4 adults, a 3 year old and a 6 month old. Right down to the pack and play and stroller. The...
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    About this property
    Close to the beaches and walking distance to the park this home is the perfect location for many vacationers. The house has been renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Grill
    • Sauna
    • DVD Player
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 2 February 2017
    Enjoyed our stay in this unit , big screen tv was the best. Short walk to the beach, the dog loved it. Everybody in the complex was very friendly and helpful.
    Excellent of 5 bubbles
    Reviewed 6 January 2016
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to...
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    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek.Highlights of White...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
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    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 June 2015
    This is a wonderful home with a well equipped kitchen. The pool offered swimming and sun bathing on a daily basis. The neighborhood was very friendly and neighbors spoke on a...
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    About this property
    Furnished 3 bedroom, den, 2 bath, two-car garage. Large pool and spa – great entertainment home! Perfectly located in the gated, prestigious Sawgrass community of Venice with views of lakes. Near the championship Waterford, Capri Isles and Calusa Lakes golf courses. Adjacent to a woodland...
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    Location Information
    Venice, Southwest Gulf Coast 34292
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key
    1 Review
    6 Bedrooms, Sleeps 14Quick View
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    • Private Outdoor Pool (Heated)
    • Satellite TV
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 April 2017
    View from master bedroom was fantastic. Plenty of room for the 14 of us. Will defiantly book again. Kitchen had all appliances needed. Grill was old and had to light with a...
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Venice
    3 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
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    • Grill
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 July 2016
    I traveled to Venice for the first time this past May and this home is absolutely adorable and perfect getaway for anyone! As you enter the front door your senses are...
    Excellent of 5 bubbles
    Reviewed 28 June 2016
    We've spent a week at this cottage every year for the last 3 summers. The cottage is located within walking distance to a private ferry which brings you to a private beach - one...
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    About this property
    The Lemon Bay Cottage is located within walking distance of the South Venice Beach ferry. A ferry pass is included in the rental of this facility. This property is one mile from Shamrock Park and Nature Center which includes hiking trails, basketball and tennis courts, and access to the Venetian...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key
    2 Bedrooms, Sleeps 5Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private home in partially fenced back yard full of tropical foliage providing peace and tranquility. Take your pets and have the grandkids visit without worry because this family friendly, home will allow you to host with comfort and with confidence. Located on a private street in a residential...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Venice
    10 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
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    • Satellite TV
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    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 August 2016
    Minus the lizards, the house was very nice. Grandkids enjoyed the pool very much. Close to the beaches and of course the place where my daughter was getting married.
    Excellent of 5 bubbles
    Reviewed 22 October 2013
    Just returned from our best Florida holiday to date and can honestly state that this property is exactly as stated in the advert. The property is spotlessly clean and is very...
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    About this property
    Time to plan ahead, beautiful Venice has been discovered. We have openings in June thru to Mid January 2018. This updated 2 bedroom/2 bath home is only a short bicycle ride from a quiet semi private beach. Think "old florida" where the crowds are few and the people friendly. This...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    61 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    • DVD Player
    • Washer
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    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 4 weeks ago
    Perfect property for our annual family vacation. Close proximity to the Village and easy access to the beach. Lots of sand toys for the little ones and nice beach chairs for...
    Excellent of 5 bubbles
    Reviewed 11 April 2017
    We've been coming to Siesta Key for several years and this was our first time staying at The Shells Villa. What a fantastic vacation home. The entire place was very clean...
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    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach....
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Venice
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in St. Andrews Park at the Plantation Golf & Country Club Overlooks Premier Golf Club Facility Country Club Membership A touch of Bermuda is evident in this environmentally friendly 1,300-acre community built around two championship golf courses, lakes and lush tropical preserves. Sand...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    18 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    • Outdoor Dining Area
    • Grill
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Waterfront
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 6 March 2017
    Location is the best thing about this condo -- short walk to beach and to Siesta Key Village. Very convenient. Another big "pro" was Daniel. The owner is very responsive...
    Excellent of 5 bubbles
    Reviewed 10 November 2016
    We stayed in unit 360. Pro's-Our extended family of seven stayed at Casa VanLopik in the heart of Siesta Village. The house sleeps 10, and has all the amenities of home. Two...
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    About this property
    Casa Van Lopik (c), our canal facing suite, is a large 3BR. Brought to you by Gertrude Rentals! Perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lido Key
    5 Bedrooms, Sleeps 10Quick View
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    • Waterfront
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    • Hot Tub
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TWO MONTHS MINIMUM. You will enjoy this 6 bedrooms, 5 and half bathrooms over 6,600 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with 3 larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped kitchen, a separate dining...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Siesta Key
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 April 2017
    This is a beautiful home a short bike ride to Siesta Beach. It comfortably sleeps 8 on beds in 3 large rooms. 2 of the rooms have a glass door that opens up to the pool and...
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    About this property
    Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! Sip your coffee in your PJs on the private, sunny terrace. Enjoy a dip in the large heated pool, or explore the lake in "Red...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Venice
    3 Bedrooms, Sleeps 7Quick View
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    • Satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind in our waterfront vacation home. 3 bdrms, 2 full ensuite baths, sleeps 7. New Posturepedic mattresses and hypo-allergenic pillows for your peaceful and restful sleep. Free Wi-Fi, Smart TV in bedroom & living room. Fully equipped kitchen. Eating area overlooking lake. Kitchen and...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Venice
    4 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • DVD Player
    • Patio
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    • Grill
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 30 June 2015
    This was our first experience with this type of vacation. Lizi was a delight and answered any questions I had and made the renting/reserving process so easy. The pictures...
    Very good of 5 bubbles
    Reviewed 8 February 2012
    We really enjoyed our stay in this house over Thanksgiving - plenty of space for the toddler, teen, and older folks to spread out, cook, eat, and generally enjoy ourselves. We...
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    About this property
    Relax and enjoy your vacation on Venice Island in this spacious, single-family home, located in Venice Island. Only 2 blocks to the beach, one mile to downtown shops, restaurants and the 27-hole public golf course with views of the gulf. Visit the many beaches, parks or take the kids to Disney...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Siesta Key
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #1 Happy Hour on the dock #2 Walk to sunset on Shell Beach #3 Enjoy dinner in the Village!! New listing! Offering low rates to get good reviews to get me started on TripAdvisor, HolidayLettings, FlipKey, etc! Wonderful Siesta Key Duplex - Two separate units, upper and lower. Rent one or both....
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key
    4 Bedrooms, Sleeps 12Quick View
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    • Children's Pool
    • Balcony
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    • Grill
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Venice
    3 Bedrooms, Sleeps 10Quick View
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    • Waterfront
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stilt house is situated on a deep water creek .4 miles from the Intracoastal Waterway. Keep your boat docked and ready to go to the beautiful Gulf coast. Includes a Ferry pass for 6 to the South Venice beach. The Ferry is a 5 minute walk down the street. There is also access to the creek for...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Siesta Key
    2 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Venice
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This clean two bedroom pool home has a large private yard in a very safe, quiet and friendly neighborhood. Our vacation home comes with two bathrooms, washer/dryer,a garage, and new storage shed for all your vacation supplies.Three t.v.s, stereo,beach towels are all provided. We supply beach...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    31 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    • Grill
    • Parking
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    • Washer
    • Waterfront
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    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 10 November 2016
    The condo was everything we expected and more. There is a path that leads straight from the condo to the beach and while there isn't a beach view it was still an awesome place...
    Excellent of 5 bubbles
    Reviewed 19 October 2016
    Lovely beach rental just steps away from a gorgeous beach! Very cozy and cute with everything you would need for a beach rental. The pull out bed wasn't very comfortable and...
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    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Venice
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Private Garden
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 6 blocks to the beach and downtown Venice this updated 2 bedroom home is a great location. Recently renovated and close the quaint Florida vacation escape. A large private yard for relaxing or a BBQ. Beautifully landscaped on a palm tree lined street. Stroll the shops downtown or catch a bite...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
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    • Sauna
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    30 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    • Internet Access
    • Waterfront
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 2 weeks ago
    My son booked this for his whole family. There were nine of us. The beach was just a half block away. It was beautiful with cool white sand, aqua water with warm rolling...
    Very good of 5 bubbles
    Reviewed 25 September 2016
    Stayed there, the location is great. Everything in walking distance. The kitchen was supplied with everything you need. The positives beyond location varied, quiet, lots of room...
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    About this property
    Our Top Location, Gertrude's Village House! Brought to you by Gertrude Rentals and named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Siesta Key
    6 Bedrooms, Sleeps 12Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEWLY LISTED SIESTA KEY WATERFRONT ESCAPE!!!! Brand New , Gated Residence steps from Siesta Key Beach . Perfect location between the village and crystal sands of Siesta Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!! This brand new...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Siesta Key
    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • Waterfront
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 February 2017
    What a wonderful stay! To start, Daniel is a very down-to-earth guy....ALWAYS responded promptly to phone calls and emails, and always was always courteous and complete in...
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    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Reef is located on beautiful Siesta Key, home of the finest, whitest sand in the world. This is a corner unit. It is serenely situated on the bay side with views of the gulf and bay and overlooks the pool. It is a large and spacious end unit which is elegantly furnished with Thomasville...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    17 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Grill
    • Air Conditioning
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    • Waterfront
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 December 2016
    Charming key west style 1 bedroom, owner was extremely helpful in creating same day booking w. minimal extra fees.
    Excellent of 5 bubbles
    Reviewed 12 July 2016
    We loved staying there. The owner (Daniel) was helpful and very pleasant when we needed him (we ended up staying an additional night.) The room was so cute, the decor was nice...
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    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key
    2 Bedrooms, Sleeps 6Quick View
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    • Air Conditioning
    • Parking
    • Balcony
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    • Terrace
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet family neighborhood just minutes to #1 Beach in the USA Siesta Key beach, shopping, dining, golf courses. This is a 1000 square foot two bedroom, two bath house. It offers a Queen size bed in each bedroom and sofa/bed in the Living room. The kitchen has everything you would need...
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    Location Information
    Siesta Key, Florida 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    18 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
    • Satellite TV
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    • Waterfront
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 4 weeks ago
    Unforgettable vacation! Owner was great, on site property manager was great... Would love to come back! Thank you very much!
    Very good of 5 bubbles
    Reviewed 17 April 2017
    The condo is a short walk to the beach and to restaurants, grocery store, and drug store. Also just a short distance to the bridge so the traffic back up is comparatively...
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    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 January 2015
    We enjoyed are stay at the Breezy Villa, and would definitely stay again. The place was spotless and well cared for. The location is decent, and you can get to pretty much...
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    About this property
    Breezy Villa is located only ten minutes away from popular Sharky`s on the Pier restaurant, the Venice Fishing Pier and four blocks from the beach. It has been recently updated and features two bedrooms and two baths with a brand new porcelain tile floor throughout the home. Breezy Villa features...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    2 Bedrooms, Sleeps 6Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Villa is just 6 minutes to downtown Venice Island and 5 minutes to the Gulf of Mexico where you can enjoy a private beach. A popular "old Florida" beach, the South Venice Beach Ferry (pass provided) takes you to the beach on a pontoon passenger ferry every 30 minutes. Palm Villa has 2...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Waterfront
    • Washer
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    • Private Outdoor Pool (Heated)
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    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 28 January 2016
    We have had a spectacular stay in this home. It is very clean and the pool and spa were such a wonderful addition to the rental. The community clubhouse just added to the...
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    About this property
    New Tivoli model, fully-furnished, 3 Bedroom plus Den/Office, 3 full bath property that sits on a large serene lake in Gran Paradiso, Venice, Florida. This home boasts of an open floor plan with large kitchen and great room, brand new heated swimming pool and spa with lush landscaping in a premier...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Venice
    1 Bedroom, Sleeps 1Quick View
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    • Patio
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great house - newly tiled, freshly painted, very clean. It has everything you need, just show up and relax. The street is very quiet so there's no traffic noise. There is an empty lot across the street which increases the privacy. The back yard is completely fenced with privacy fencing. There's a...
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    Location Information
    Venice, Southwest Gulf Coast 34295
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Siesta Key
    2 Bedrooms, Sleeps 4Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just cross the street and you are at the entrance to Siesta Key Beach - one of the finest beaches on the Florida Coast and the winner of multiple awards both for its crystal clear waters and its cooling quartz sand. This 2/2 impeccably updated condo is on the first floor and water views overlooking...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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