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Beach Rentals in Siesta Key, FL

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    Travellers to Siesta Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 27
    5 of 5 stars (13) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 25
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 22
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 22
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    This condo was perfect for relaxing beachfront in a beautiful, secluded location. The view was amazing, with the gorgeous gulf beach out back and the bay out front! And the...
    5 of 5 stars Reviewed 5 November 2015
    Unbelievable!!!! Beautiful views both in front and back of condo!! We watched the sunset every night from our window and sometimes went downstairs on the beach to watch it cause...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
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    • Ocean Views
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    • Child-friendly
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    About this property
    If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently... View all property information
    Location Information
    Siesta Key, Florida 34243
    5 of 5 stars Reviewed 25 May 2016
    The property is ideally located - i.e on the beach. The owner was extremely friendly and checked a couple of times to make sure that we had everything we needed. The condo has...
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    “Pristine sand, blue skies - 'TripAdvisor's best beach in the U.S. in 2015' The Best Thing to look forward to after a Day on the Beach Is... ...Another Day on the Beach : ) 1001 Beach Rd unit W502, Siesta Key Fl 34242 Just a walk across the street to Siesta Key's world famous #1 Beach. This... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 10 February 2016
    We recently got back from our vacation in Siesta Key. This condo was a great place to stay. It is such a nice place that is clean and comfortable with two big balconies and lots...
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Children's Pool
    • Parking
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
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    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed 10 August 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Wi-Fi
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    • Waterfront
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Casual Elegance can best describe this charming 1 Bedroom 1 Bath Villa on world famous Siesta Key Beach. This unit was re-modeled during the summer of 2014 by new owners and offers a crisp clean look and vibe for your vacation escape. The unit received numerous upgrades. Everything in the unit is... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 42
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home!. Come make yourself at home in a nationally known artist's private residence on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered fully... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 days ago
    Very clean and awesome place to stay on the island near everything.Rentor response super quick and one of the best places I have stayed on the island.
    5 of 5 stars Reviewed 3 weeks ago
    My wife and 4 children stayed here for a week. This house was perfect location. 2 miles from the beach a few miles from the market and quiet. The home was very clean and wel kept...
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    1 / 14
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Satellite TV
    • Sauna
    • DVD Player
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    This place is as good as the previous reviews say it is. It has everything you need from pool floats to beach chairs to blow dryers to bicycles, dishwashing soap to laundry soap...
    5 of 5 stars Reviewed 28 May 2016
    My friend and I really loved this condo. It was very clean, spacious and beautifully decorated. The amenities were right on site such as washing machine and dryer. The closet...
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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Air Conditioning
    • Satellite TV
    • Porch
    • Patio
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit is located in the garden area of our beautifully landscaped property. This unit is on the first floor and reserved parking is right outside the front door. This unit has a full size washer and dryer for... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 11 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Split floor plan with each bedroom having a private full bath, tv and access to the lanai. Relaxing lanai with couch, two chairs and three end tables to enjoy a book or take a nap. Side Gulf View from side of lanai. 25 steps to the beach. Beach towels, umbrella and sand toys for the children... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 28 April 2016
    This condo was perfect for all our needs!! Karen, the owner, is a dream to work with. She got back to my messages immediately and was very attentive to any questions I had...
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    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • DVD Player
    • Waterfront
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 47
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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. (all new photos coming later this month) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 week ago
    Located at the end of Turtle Beach, This condo unit is a first floor unit. Wonderful access to the beachfront with a nice "sunroom" fully stocked with fishing gear,toys and...
    5 of 5 stars Reviewed 2 weeks ago
    Wonderful condo amazing view on ground floor. Access to beach and ocean and pool was phenomenal! We loved it and would return.
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    1 / 42
    3 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Patio
    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars 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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    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 15 June 2015
    As soon as we arrived we knew were going to have a happy stay at Palm's House! Our 5 person party was aged from 16 to 80 and we ALL had a wonderful time! The house itself is...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    About this property
    Our condo has just been remodeled (October 2015) with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 29
    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 3 minute walk from the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 November 2015
    Sue made us feel very welcome as she greeted us upon arrival . Our room was stocked with everything you need from the kitchen to beach supplies and everything in between what a...
    5 of 5 stars Reviewed 28 July 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
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    1 / 17
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Parking
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 June 2016
    First, arranging this rental through trip advisor was really easy, owner was really responsive and kind. It was mine and husband's first trip to Florida, so really did not know...
    5 of 5 stars Reviewed 11 May 2016
    This was a great weekend getaway for me and my boyfriend. The condo is directly off the beach and within walking distance to many wonderful restaurants and bars. Although some...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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    Siesta Key, Florida 34242
    1 / 26
    5 of 5 stars (38) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Very clean, bright, airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets! -... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    We stayed at Ebb Tide #1 on our honeymoon. We felt like we hit the JACKPOT after realizing how close we were to such an incredible beach, that we were within walking distance to...
    5 of 5 stars Reviewed 2 December 2015
    Thanks Sue for thinking of every single detail. I have nothing but positive things to say about the Cottage. Sue has thought of everything you need for your stay. The only...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta Key Vacation Condo all new, and an easy walk over to the #1 Beach in America. Complex has Pool, Covered Parking, Clubhouse, Marina. Two Bedrooms, Two full Bathrooms, Completely renovated Kitchen, all new Tile flooring throughout Condo, back Lanai catches glimpse of Sunsets, and front... View all property information
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    Siesta Key, Florida 34242
    1 / 27
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome ! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of Siesta Key . Whether you are keen... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 5 February 2016
    We arrived on January 9 and stayed 21 days. The property was lush with trees and hanging miss. After unpacking our car we went into the condo. And, we were greeted by a colorful...
    4 of 5 stars Reviewed 12 August 2015
    I was very nervous about using this site, due to the great prices and fake looking pictures. I just don't trust anything on the internet. My girlfriend showed me the site, I...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Jamaica Royale! We invite you to enjoy a visit to this lovely updated 2 bedroom/2 bath unit located in the beautifully landscaped garden area and only minutes away from the pristine # 1 Siesta Key beach with private access from Jamaica Royale. Enjoy a swim in any of the 3 heated pools on... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 35
    4 of 5 stars (17) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs.<BR><BR>Fully equipped... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 9 June 2016
    Wonderful little bungalow close to the beautiful beach. White powdery sand beach was awesome. Nice salt water pool was refreshing. This property was so close to everything...
    5 of 5 stars Reviewed 19 April 2016
    This condo was so cute. It was the perfect place to stay in Siesta Key. it was quiet and relaxing and steps away from some cool restaurants and night life. My husband and I took...
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    1 / 30
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Secure Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” <BR><BR>The Best Thing to Come Home to after a Day on the Beach Is...<BR> ...a vacation home as comfortable as your own home. <BR><BR>Just a walk across the street to Siesta Key's world famous #1 Beach.<BR><BR> This split-level townhouse, has 2... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 January 2016
    I found this condo on trip advisor when I was researching places to stay in Siesta Key and we couldn't have been happier with our accommodations. My three kids and I spent our...
    5 of 5 stars Reviewed 14 September 2015
    The townhouse is nice, clean and spacious! My children enjoyed the beach, toys and pool each and every day. Michelle has the condo stocked with items that are needed for...
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    1 / 25
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
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    Siesta Key, Florida 34242
    1 / 29
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Spacious Condo on Siesta Key is so centrally located you won't even need a car! 800 square feet, renovated, new, and super clean! King Bed in Bedroom and Sleeper sofa in living room provides 2 separate bed options with spacious closets ready for your things! Screened Lanai (porch). Central AC and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    Very short walk to the beach! Sue is so friendly! The condo was in excellent condition! We will definitely stay here again!
    5 of 5 stars Reviewed 10 June 2016
    Sue B was very helpful leading up to my visit, going out of her way to make sure that I had everything I needed on arrival. The condo was exactly as described, very clean, very...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Siesta Key, Florida 34242
    1 / 15
    4.5 of 5 stars (7) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, King, 2 twins in den area. This unit is 1300 sq. ft. and has fully equipped kitchen, dining area, living area, 2 porches, laundry room. Enjoy spectacular sunsets from this unit. Free Wi - Fi in unit.... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2011
    The Island House is an older well-maintained property that presents as simple and plain on the exterior. The interior of this particular unit was very impressive... with tasteful...
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars 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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    1 / 16
    5 of 5 stars (22) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 April 2016
    Traveled with business associates & spouses, combining business & pleasure. Great ;location for both business in Sarasota as well as amenities of Siesta Key. Very well equipped...
    5 of 5 stars Reviewed 16 October 2015
    Our family had another wonderful stay in Siesta Key!! We were here two years ago (I forgot to write a review.), and everything was a great now as it was then. Kathy and Dan...
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    1 / 28
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the inter-coastal water. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking view of the inter-coastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 July 2015
    The place was amazing and even better than imagined. It was equipped with amazing leather couches to relax, full laundry service, an amazing shower, and a great kitchen with all...
    5 of 5 stars Reviewed 30 June 2015
    We absolutely loved this place - it feels like your home as soon as you arrive , and has the most wonderful setting , looking out to the trees and jetty . The setting is ideal for...
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    1 / 18
    5 of 5 stars (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort!!Ground Floor, Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in central florida. This condo offers views of palm trees, white sand and the crystal blue waters of the Gulf of Mexico. The view... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 September 2012
    It was like I was in paradise! Literally steps away from the soft white sand and clear ocean. Very well kept apartment area. This unit was perfect because you could walk out right...
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Lovely, fully updated 3 bedroom, 3 bath canal home 1 block from Siesta Village! Tropical private pool setting just off the main living area and the grand Master Bedroom. Second Master suite with private bath including soaking tub. All bathrooms completely redone in 2015. Quiet street literally... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 24 June 2016
    On 5 day getaway to visit family in Florida stayed at this lovely, elegant, well decorated 3 Bdrm / 3 Bath home situated on quiet cul-de-sac street with canal in back. Pool-Lanai...
    5 of 5 stars Reviewed 24 June 2016
    We cannot express how much we loved this house in Siesta Key Florida. We have family in the area and are very familiar with vacation rental properties in the area and this was...
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home... View all property information
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    Siesta Key, Florida 34231
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This condos offers a view of the palm trees, white sand and turquoise waters of the Gulf of Mexico. The view is picturesque and the... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 October 2013
    Stayed in 9N and loved it. Could not say enough good things. But beware: the mattress beds are in need of replacing.
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    1 / 17
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Spectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on the Gulf of Mexico. Enjoy panoramic views from living room, master bedroom, guest bedroom. This unit is 2 bedrooms, 2 bathrooms and is 1300 sq. ft. King, 2 twins, central heat/ac. It has a large... View all property information
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    Siesta Key, Florida 34242
    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Villa Palma is a stand-alone single story villa located in the beautiful Polynesian Gardens community, on the beautiful barrier island of Siesta Key, Fl. The home is chic and hip in its mid-century modern beach cottage decor and style. The newly renovated kitchen is sleek in design and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 30 July 2015
    I just wanted to say that if it wasn't for the comfort of this place my family would have had a real bad week. It rained everyday but 1 and that is unusual . With that being said...
    5 of 5 stars Reviewed 1 November 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
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    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and comfortable with amazing tranquility and peacefulness courtesy of the laid back, canal-front setting. The unit features ceramic tile floors and a den-like sitting room off of the... View all property information
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    Siesta Key, Florida
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3BR Unit with over 1800 sq. ft of living space! Unique kitchen layout optimizes gulf viewing and includes stainless steel appliances, granite countertops, new cabinets, and a Keurig coffee maker. New flatscreen tv's throughout and wireless internet. Fabulous 180 degree view of the white sands of... View all property information
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    Siesta Key, Florida
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Central Florida. This 2nd floor condo offers views of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Siesta Key, Florida 34242
    1 / 50
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 14 August 2015
    We had a relaxing time and the kids had a blast. Nice place with access to the beach and a private pool. Restaurants and shops within walking distance and a quick drive to the...
    5 of 5 stars Reviewed 14 June 2015
    We stayed for 2 days after a 4 day cruise. The bungalow was very nice and clean. It was inviting and seemed like a home away from home. It seems like the owners do keep items left...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ***Many recent upgrades and enhancements with more to come! ALL NEW CARPET as of 2017! Beautifully decorated, 2 level, 2BR/2.5BA townhome! Split level, with living room, lanai, kitchen, dining and half bath on the main level and 2 bedrooms, (master has open-air patio) 2 full bathrooms and... View all property information
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    Siesta Key, Florida 34242
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Bayfront Contemporary with on Sarasota Bay! This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an... View all property information
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    Siesta Key, Florida 34231
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Efficiency apartment 0.8 miles from Siesta Key Beach. Ride one of our bikes to the Village or beach. Rest easy on the Queen size pillow top mattress. Watch TV on the 48" flat screen TV. Free WIFI and free laundry facilities on site. Private bathroom with shower. Small patio for your enjoyment... View all property information
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    Siesta Key, Florida 34242
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Owner takes pride in this beautifully decorated ground floor unit featuring ceramic tile floors and extended living room. Slider doors open to screens across the back of the unit and your own private back door. Step out to the serene canal waters, boat docks and swimming pool. Living room offers... View all property information
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    Siesta Key, Florida
    1 / 40
    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our condo is on the second floor and is only 3 doors from the lovely pool, jacuzzi and fishing pier.In the summer months from May 1 - Nov 1 I offer a low rate of $850 .00 per week. In the mid winter rate goes up to $1200.00 per week and for the months of March and april the rate is $1600.00 per... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 December 2015
    My husband and I had a wonderful stay in this apartment. It offers everything you could want, well equipped, clean, comfortable, near the pool, excellent pier for fishing and...
    5 of 5 stars Reviewed 11 August 2015
    My husband and I stayed in this awesome condo with three teenagers and we had the most fabulous time. I had some concerns about not being beach front and having to cross the...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Fabulously decorated 3/2 corner unit on the seventh floor. Wood flooring and ceramic tile throughout. The updated kitchen and baths adorn granite counter tops. Decorated with soft leather sofa and chairs, the living room comes with TV/VCR/DVD. Step out onto the screened lanai and feel the subtle... View all property information
    Location Information
    Siesta Key, Florida
    Siesta Key Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.