Vacation Rentals in Siesta Key
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The best vacation rentals in Siesta Key
Check out our selection of great vacation rentals in Siesta Key
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Sea Dream - 171
Sea Dream - 171 offers accommodations in Siesta Key, a 1-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Siesta Heron Suites & Villas
Siesta Heron Suites & Villas features air-conditioned accommodations in Siesta Key. With lake views, this accommodation offers a swimming pool. Outdoor seating is also available at the vacation home.
Sea Escape - 172
Sea Escape - 172 is located in Siesta Key, just a 1-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Siesta Key Island Rentals
Siesta Key Island Rentals in Siesta Key provides accommodations with an indoor pool, a garden, and a tennis court. With pool views, this accommodation provides a swimming pool.
Siesta Key Condo - on the water !
Siesta Key Condo - on the water! is located in Siesta Key, just a 6-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art.
Siesta Key Beach - Capri 665 #4
Siesta Key Beach - Capri 665 #4 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art. This 4-star apartment offers free Wifi.
Location Siesta 1 mile away Home with HOT SPA
Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of the indoor pool and garden.
Florinda 3bdr/2bth 2car garage with New Pool
Florinda 3bdr/2bth 2car garage with New Pool is located in Sarasota, just 7.8 miles from The John and Mable Ringling Museum of Art and 4.2 miles from Sarasota Opera.
Bernice 3bd2bth With Heated Pool Near Siesta Key!
Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from Sarasota Opera.
House by Siesta Key
House by Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.
Most booked vacation rentals in Siesta Key this month
Popular with guests booking vacation rentals in Siesta Key
Review scoreExcellent · 222 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreVery Good · 224 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreExcellent · 120 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreGood · 64 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreVery Good · 48 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreWonderful · 6 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreExcellent · 21 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreExcellent · 48 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreWonderful · 26 reviewsPopular with guests booking vacation rentals in Siesta Key
Review scoreWonderful · 24 reviews
Enjoy breakfast in Siesta Key!
Villa Vista Mare - 675
Siesta KeyBreakfast optionsReview scoreExceptional · 6 reviewsVilla Vista Mare - 675 is located in Siesta Key, just a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Ocean Vue
Siesta KeyBreakfast optionsReview scoreWonderful · 6 reviewsOcean Vue offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.
- Review scoreExceptional · 5 reviews
Cozy Siesta Key Dream Inn Rental Less Than half Mi to Beach is located in Siesta Key, just 10 miles from The John and Mable Ringling Museum of Art and 6.1 miles from Sarasota Opera.
Guest reviewFelt like home style. Wish we could stay longer. This place just has everything you need to feel good. And the pool… wow.
Just Beachy
Siesta KeyBreakfast optionsReview scoreWonderful · 8 reviewsJust Beachy offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewLocation and pool, house was very spacious for all of us
Canal Lower-Gorgeous 3 bed 3 bath near SK Village
Siesta KeyBreakfast optionsReview scoreWonderful · 7 reviews6.1 miles from Sarasota Opera in Siesta Key, Canal Lower-Gorgeous 3 bed 3 bath near SK Village provides accommodations with access to a hot tub.
Guest reviewprime location. everything is within a 5 min walk.
- Review scoreWonderful · 5 reviews
Just a 4-minute walk from Siesta Key Beach and 0.8 miles from Crescent Beach, Pink Flamingo Unit, Steps to Beach, Siesta Key Village & Pet-Friendly features accommodations in Siesta Key with an...
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta KeyBreakfast optionsReview scoreExceptional · 15 reviewsSiesta Cooler: Only Minutes Walk to Siesta Beach! is located in Siesta Key, just 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewThis property is right in the heart of Siesta Village.
Siesta Cool: Only Minutes Walk to Siesta Beach!
Siesta KeyBreakfast optionsReview scoreWonderful · 17 reviewsSiesta Cool: Only Minutes Walk to Siesta Beach! offers accommodations in Siesta Key, a 3-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewIt was very convenient !! Best view for the Christmas parade!!
These vacation rentals in Siesta Key have options with FREE cancellation
Siesta Heron Suites & Villas
Siesta KeyFree cancellation options availableReview scoreVery Good · 224 reviewsSiesta Heron Suites & Villas features air-conditioned accommodations in Siesta Key. With lake views, this accommodation offers a swimming pool. Outdoor seating is also available at the vacation home.
Guest reviewClose to all but not right in the middle of everything.. quite & clean
Siesta Key Beach - Bari 665 #2
Siesta KeyFree cancellation options availableReview scoreExcellent · 21 reviewsSiesta Key Beach - Bari 665 #2 is located in Siesta Key, just a few steps from Siesta Key Beach and 11 miles from John and Mable Ringling Museum of Art.
Guest reviewGreat location and fast efficient communication with property management.
Siesta Key Escape Ground Floor Steps to Heated Pool and Free Trolley
Siesta KeyFree cancellation options availableReview scoreWonderful · 24 reviewsFeaturing a terrace, Siesta Key Escape Ground Floor Steps to Heated Pool and Free Trolley features accommodations in Siesta Key.
Guest reviewLocation, ground floor, pool, all amenities. Host responsive
Jamaica Royale - 49
Siesta KeyFree cancellation options availableReview scoreWonderful · 7 reviewsJamaica Royale - 49 is located in Siesta Key, just 7.1 miles from Sarasota Opera and 7.1 miles from Marina Jack Restaurant And Marina.
Our House at the Beach - West Tower
Siesta KeyFree cancellation options availableReview scoreWonderful · 29 reviewsOur House at the Beach - West Tower is located in Siesta Key, just a 6-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewCute condo, we liked being across the street from the beach.
Siesta Key Beach 665 #1
Siesta KeyFree cancellation options availableReview scoreExceptional · 13 reviewsSiesta Key Beach 665 #1 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewSpacious enough for a family of 4. Very conveniently close to the beach. Great amenities
Siesta Key Beach - Tropea 665 #3
Siesta KeyFree cancellation options availableReview scoreExceptional · 24 reviewsSiesta Key Beach - Tropea 665 #3 offers accommodations in Siesta Key, a few steps from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewplenty of room. comfortable beds. close to the beach.
Midnight Cove #714, Bayside in Siesta Key, FL
Siesta KeyFree cancellation options availableReview scoreWonderful · 7 reviewsA 5-minute walk from Crescent Beach in Siesta Key, Midnight Cove #714, Bayside in Siesta Key, FL offers accommodations with access to a fitness room.
Highly-rated vacation rentals in Siesta Key
Sea Dream - 171
Siesta Key8.0+ review scoreReview scoreWonderful · 9 reviewsSea Dream - 171 offers accommodations in Siesta Key, a 1-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewVery clean, well decorated, close to shops and food, and beach!
Sea Foam - 173
Siesta Key8.0+ review scoreReview scoreExceptional · 3 reviewsSea Foam - 173 offers accommodations in Siesta Key, a 1-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Mimosa - 5251B
Siesta Key8.0+ review scoreReview scoreExcellent · 3 reviewsMimosa - 5251B offers accommodations in Siesta Key, a 7-minute walk from Siesta Key Beach and 10 miles from The John and Mable Ringling Museum of Art.
Guest reviewLocation was close bars, restaurants and beach access.
Siesta Breakers #603, Gulfside in Siesta Key, FL
Siesta Key8.0+ review scoreReview scoreWonderful · 11 reviewsFeaturing a garden, Siesta Breakers #603, Gulfside in Siesta Key, FL provides accommodations in Siesta Key.
Guest reviewPool was nice. Private beach was awesome. Security was great!
Our House At The Beach, East Tower, 5th Fl
Siesta Key8.0+ review scoreReview scoreExceptional · 7 reviewsOur House At The Beach, East Tower, 5th Fl offers accommodations in Siesta Key, a 6-minute walk from Siesta Key Beach and 700 yards from Crescent Beach.
LuLu's Key House Green 1/1 Upstairs
Siesta Key8.0+ review scoreReview scoreWonderful · 5 reviewsLuLu's Key House Green 1/1 Upstairs offers accommodations in Siesta Key, 6.7 miles from Marina Jack Restaurant And Marina and 7.6 miles from Sarasota County Visitor Information Center And History...
Siesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex with Heated Swimming Pool
Siesta Key8.0+ review scoreReview scoreWonderful · 6 reviewsSiesta Key Beach - 2 Bedroom - 3 Beds - 3 Bathroom Duplex with Heated Swimming Pool is a recently renovated apartment in Siesta Key where guests can make the most of its outdoor swimming pool, tennis...
Sun and Sea
Siesta Key8.0+ review scoreReview scoreWonderful · 26 reviewsSun and Sea offers accommodations in Siesta Key, a 2-minute walk from Crescent Beach and 11 miles from The John and Mable Ringling Museum of Art.
Guest reviewGreat location..close to beach, free trolley. Lovely place!
FAQ about vacation rentals in Siesta Key
Vacation Rentals That Guests Love in Siesta Key
- Review scoreWonderful · 494 reviewsThis location was so clean and super close to the beach. It is nice to have a private beach ⛱️ . The trolley was wonderful to get to the village.Guest review byMelissaYoung couple
- Review scoreWonderful · 368 reviewsThe property is so clean and nice and in a great location. Having the wagons with cars and an umbrellas and cooler available is just wonderful. We lived that we could walk almost everywhere and catch the trolley into the village of within two blocks of the property. Already booked a return visit for June 2025 and bringing the kids.Guest review byKirrenaYoung couple
- Avg. price/night: $419.42Review scoreGood · 21 reviewsGreat location. Very close to trolley stops, within walking distance of the village and very easy access to beach.Guest review byAmandaYoung couple
- Review scoreVery Good · 48 reviewsProperty was in the perfect location! Close walk to the beach and the village! Perfect little beach house with an adorable pool!Guest review byKristinFamily with young children
- Review scoreVery Good · 517 reviewsClose to siesta key village and right across the street from the beach.Guest review bymonicaTravelers with friends
- Review scoreExcellent · 222 reviewsThe place was perfect!!! Nice and clean. Close to Siesta Key Village and next to the beach. We stayed in cottage 1, and the outside shower was amazing. Have private sitting area and fish pond is right outside out front door. Definitely will be staying again.Guest review bySandyTravelers with friends
- Review scoreVery Good · 18 reviewsMy husband and I stayed here last November so knew what to expect. The beach wagon comes in so handy when walking to the village for groceries. Both times staying here the place was so clean!Guest review byTishaFamily with young children
- Review scoreVery Good · 517 reviewsThe location is wonderful- right across from the beach and walking distance to the village. Having a separate bedroom for my kids was great too. I liked that we could sign into our normal streaming services. The kids liked having the pool right on site. The staff was kind and responsive.Guest review byEmileeFamily with young children
- Review scoreWonderful · 368 reviewsSo close to the beach . Froghopper into the village:Guest review byKarenYoung couple
- Review scoreGood · 35 reviewsEasy access to private beach, close to everything (in between siesta key village and downtown), easy to access, clean, more than adequate for vacation home, pools were never overcrowded and there were two.Guest review byOliviaFamily with young children
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