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Vacation Rentals and Bungalows in Siesta Key, FL

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    Travelers to Siesta Key are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    5 of 5 bubbles (40) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 42
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    5 of 5 bubbles (16) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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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 bubbles Reviewed May 24, 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 / 19
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Ocean Views
    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed March 5, 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 bubbles Reviewed March 3, 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    About this property
    Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of. This unit unfolds as you... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Our 2nd floor, end unit condo was completely renovated over the winter of 2012– 2013. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and... View all property information
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    Siesta Key, Florida 34242
    1 / 22
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
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    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa#4 (on Crystal Sands, 6300 Midnight Pass Rd, Sarasota, Florida) - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed September 7, 2016
    The two bedroom cottage is nice. Not luxury, but absolutely adequate. The beach is spectacular. The biggest drawback from the rental was the lack of any sort of outdoor...
    4 of 5 bubbles Reviewed November 30, 2015
    Villa was nice. It had all of the amenities needed for a comfortable stay. It was clean. It was only a short walk to the beach. It was close to town center.
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    1 / 17
    5 of 5 bubbles (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Private Yard
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    • x
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    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 bubbles Reviewed 4 weeks ago
    Very well located property. Fixtures and fittings of a high standard. Near all amenities. Definitely to be recommended
    5 of 5 bubbles Reviewed September 25, 2016
    Super updated unit in a great location super close to the powder sand beach. Community also has a nice pool - very quiet. Owner very responsive and helpful. Highly recommend.
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    1 / 25
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Balcony
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Split floor plan with each bedroom having a private full bath, tv and access to the lanai. New bathroom floors installed in October 2016 and new tile in master bath/tub. 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... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed August 12, 2016
    We loved our visit in Karen's "slice of paradise!" The property is right on the most beautiful beach with everything provided. And what the complex didn't provide Karen did - we...
    5 of 5 bubbles Reviewed April 27, 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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    1 / 14
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • ?
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    • 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 bubbles Reviewed June 28, 2016
    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 bubbles Reviewed May 27, 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 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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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 bubbles Reviewed December 29, 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 bubbles Reviewed May 10, 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 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed August 8, 2016
    This condo was very nice. Steps away from the gorgeous white sandy beach and convenient to shopping and restaurants. We were very impressed with not only the condition of the...
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    1 / 30
    5 of 5 bubbles (9) 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 bubbles Reviewed December 31, 2015
    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 bubbles Reviewed September 14, 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 / 42
    4.5 of 5 bubbles (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
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    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • 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. Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a quiet and relaxed complex on the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed September 5, 2016
    If you are an avid beach goer, you're average rental experience probably includes lifting and lugging a million beach accessories and toys (if you have kids) for what seems like a...
    5 of 5 bubbles Reviewed August 16, 2016
    This unit is literally 200 steps to the water. Fantastic ocean front appeal and it had literally the best master suite mattress that we've had in years for a vacation property...
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    1 / 27
    4 of 5 bubbles (10) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Waterfront
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    5 of 5 bubbles Reviewed August 29, 2016
    Thank you so much for the chance to stay in your condo. It was clean and had everything we needed for our 5 day stay. Siesta Key is a beautiful beach and we can't wait to...
    4 of 5 bubbles Reviewed February 5, 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...
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    1 / 25
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed January 6, 2016
    THE best spot in the US to see the sunset over the Gulf of Mexico! A starting point for a long beach walk on Siesta Key's white sands as it is just steps to the beach. A short...
    5 of 5 bubbles Reviewed April 6, 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
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    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Just across the street from sun kissed Siesta Beach, acclaimed as the Number One Beach in the United States. Noted for “The Whitest sand in the world”, set your sites for your next vacation at Our House At the Beach! Enjoy spectacular sunsets and Gulf views from 2 over-sized balconies in this... View all property information
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    Siesta Key, Florida 34242
    1 / 32
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Welcome to Casa Costero, a luxury Townhouse featuring a fabulous open floor-plan, with 3 bedrooms and 3.5 baths. This townhouse is over 2,688 square feet of pure luxury just 1 block from the beach and the north Village. Furnishings are upscale and tastefully done. This townhouse boasts a state of... View all property information
    Location Information
    Siesta Key, Florida
    1 / 20
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed 4 weeks ago
    We had a great time at Villa Palma. The villa is very clean and it has everything you need for your stay. It is very close to the beach, we ended up only going to the beach. The...
    5 of 5 bubbles Reviewed August 10, 2016
    What a LOVELY place to stay!!! Sean was flexible, attentive and accommodating, and there was even fresh fruit, sparkling water and a personalized welcome sign waiting on the...
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    1 / 29
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed July 10, 2016
    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 bubbles Reviewed June 9, 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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    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of "Mango Manor," which is comprised of the two separate cabanas, Juicy and Honey Mango. This provides a fantastic and unique... View all property information
    Location Information
    Siesta Key, Florida
    1 / 26
    5 of 5 bubbles (9) Excellent
    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
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key.Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers:* two heated pools* clubhouse with exercise/workout center and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed June 20, 2016
    We traveled with 2 adults and 3 children ages 3 to 10. There was plenty of room for everyone to sleep comfortably. The kitchen was spacious with everything you need during your...
    5 of 5 bubbles Reviewed November 15, 2015
    This condo was perfect for two couples! Everything we needed was provided and the condo was beautifully updated!! Great location...close to restaurants, shopping and the...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
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    • Central Heating
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    • x
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    • 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed August 28, 2016
    we stayed here in mid July 2016, Sue was very helpful on answering all my questions and I had a few .she's a very nice professional lady and that makes easier to communicate .the...
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    1 / 40
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed June 23, 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...
    5 of 5 bubbles Reviewed April 18, 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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    1 / 42
    3 of 5 bubbles (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • 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 bubbles Reviewed May 22, 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 / 22
    5 of 5 bubbles (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 bubbles Reviewed June 26, 2016
    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 bubbles Reviewed November 4, 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (33) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Ebb Tide #3 is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! This cottage-style condo has been redone with your comfort in mind. Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 3 minute... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed August 6, 2016
    We recently stayed here. Sue was amazing, such hospitality. It was a quick walk to the beautiful beach and close to restaurants. We loved every minute of our stay. I can't thank...
    5 of 5 bubbles Reviewed December 28, 2015
    Loved everything about the place. sue was very hospitable and the place was spotless. Loved the proximity to the beach and the great restaurants within walking distance. Loved...
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This gorgeous townhouse is located 2 short blocks from Siesta Key Village and a block from the white sands of Siesta Key Beach. VIew the gorgeous sunset and Gulf and beach views from the Master Bedroom on the top level. This unit is immaculately appointed and will make your Siesta Key Vacation... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed January 6, 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 'chill...
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This wonderfully updated island vacation home has a spacious floor plan. There are tropical views from every window. The beautiful, heated private pool includes a spa and a waterfall. You can open the large patio doors to the screened in lanai that overlooks the pool and bring in the sound of... View all property information
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    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed July 22, 2016
    We stayed for three weeks in this beautiful house. Great location between Siesta Key Beach and mainland. Also calm neighbourhood, clean house, fully equipped kitchen that had...
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    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    FREE High Speed Wireless Internet ! - just bring your Laptop. Watch the boats float by! Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed December 18, 2015
    The unit was clean, beautiful and had everything we needed to cook Thanksgiving dinner. We enjoyed watching the boats go by on the waterway and also enjoyed the private access to...
    5 of 5 bubbles Reviewed July 7, 2015
    This rental is top notch. We have stayed there several times, and plan on returning for years to come. The rental is up to date, nicely furnished, updated kitchen, close to the...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
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    Siesta Key, Florida 34242
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
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    Siesta Key, Florida 34242
    1 / 25
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Siesta Key, Florida 34242
    1 / 42
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and... View all property information
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    Siesta Key, Florida 34242
    1 / 16
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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 bubbles Reviewed August 15, 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 bubbles Reviewed August 10, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Located on the south end of Siesta Key near Point of Rocks Beach, this spectacular second-floor condo is truly a sophisticated paradise as it is newly renovated!! You'll enjoy granite counters, stainless steel appliances, refreshingly abundant natural light, brand new furniture, fresh, clean... View all property information
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    Siesta Key, Florida
    1 / 28
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    #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.... View all property information
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    Siesta Key, Florida 34242
    1 / 38
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    WELCOME TO PARADISE! -- BEST LOCATION on SIESTA KEY! A very clean, cozy 3 level TH with a pool view, 2 bedrooms upstairs and one on the first floor, behind the garage (perfect for teens!), a few yards away from the beach, restaurants, bars, bank, grocery&drug store, 7-Eleven, free Wi-Fi, 140... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 bubbles Reviewed September 17, 2016
    My husband and I stayed here in August. Despite the hot and humid Florida weather (which, quite honestly, was the only negative part of the trip), we had a blast! We hosted some...
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    1 / 10
    5 of 5 bubbles (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 bubbles Reviewed May 31, 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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    3.5 of 5 bubbles (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    Siesta Key, Florida 34242
    4 of 5 bubbles Reviewed August 21, 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
    4 of 5 bubbles Reviewed July 13, 2014
    I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Welcome to Casita Coco! Casita Coco is one half of the uniquely configured private home called the Coconut Bayou Cottage and it is the perfect escape for you and your family and friends. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous home... View all property information
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    Siesta Key, Florida
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This could very well be your best vacation.. Spacious fully equipped 4th floor condo overlooking Gulf of Mexico. Fish from a private dock or sun on one of the world's cleanest white sand beaches. Amenities include but not limited to cool refreshing pools, club house, saunas, HD cable TV, high speed... View all property information
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    Siesta Key, Florida 34242
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to Seaside Cottage! This lovely and rare 4 bedroom 3 bathroom heated pool home has just gone under extensive renovation, leaving a spectacular beach vacation home that rivals most on Siesta Key! Completed in November 2015, our guests will now enjoy the luxury of a brand new kitchen and... View all property information
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    Siesta Key, Florida
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated and up-to-date condo is across the street from the beach and has open views of the inter-coastal waterway with boats and dolphins coming and going throughout the day. The condo is a fully furnished 2 bedrooms/2-bath unit with three flat screen TV's, FREE WIFI and a DVD Player.... View all property information
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    Siesta Key, Florida 34242
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Welcome to Sol y Mar. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2 2nd BR/2 twins each-sleeps 8) vacation home [Casita Mar and Casita Sol] has 2 kitchens and 2 living areas, the perfect arrangement for families or groups that treasure... View all property information
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    Siesta Key, Florida
    1 / 35
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Welcome to Casita Bayou! Casita Bayou is one half of the uniquely configured private home called the Coconut Bayou Cottage and it is the perfect escape for you and your family and friends. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous... View all property information
    Location Information
    Siesta Key, Florida
    Siesta Key Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    SRQ
    Bradenton Airport
    8.7 miles from Siesta Key
    Low airfares recently found by TripAdvisor travelers
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    Additional Siesta Key Info

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    • Local time: 10:49 AM (EST)
    • Peak travel: February - April
    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.