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1,026 beach rentals in Siesta Key with pools
WE LIKE BLUE, SIESTA BLUE! 2 BED BAYSIDE CONDO ON SIESTA KEY
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 4
“Considering the Corona Influences It Was A Nice Stay” We stayed on Siesta Key and other than the traffic it's a lovely area. We were to stay 3 weeks but actually returned a week early since we were so concerned with the health risks. There were a number of nice sea-food restaurants where we stayed which we enjoyed the first week we were there until we began social distancing. The condo altho fairly small was confortable and the complex very quiet.
Responds fast! avg. 3 hours 39 minutes
Match: Swimming pool
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$139
Siesta Key Villa A - Only 150 yards to Crescent Beach and heated pool!
Siesta Key villa
2 bedrooms / 1 bathroom / sleeps 4
“Awesome owners and location” The location is great, only 3 minutes walking to a private beach. The house offers all the essentials you might need. This is our second time stay and we were not dissapointed again. The owners are very responsive and helpful.
Responds fast! avg. 29 minutes
Match: Swimming pool
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$189
Siesta Key Villa B - Only 150 yds. to Crescent Beach and heated pool!
Siesta Key villa
2 bedrooms / 1 bathroom / sleeps 4
“Another great stay!” Location is great and owners are awesome to work with! Clean and fully furnished! Thanks for another great stay Derek and Marina! Look forward to next time!
Responds fast! avg. 29 minutes
Match: Swimming pool
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$195
Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 14 minutes
Match: Swimming pool
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$113
Top Floor End Unit Directly Across the Street from Siesta Key public beach
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
“Awesome Condo Unit” There were 4 in our party and nothing that we were disappointed with. We absolutely loved every moment!! We will definitely rent this unit again!!
Responds fast! avg. 3 hours 57 minutes
Match: Swimming pool
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$147
Jamaica Royale #92 on the #1 Beach in the USA!
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$294
600 ft. to Shell Beach, Pool/Spa, Fire Pit, New & Custom Nantucket Style Home,
Siesta Key house
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 minutes
Match: Swimming pool
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$290
Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 24 minutes
Match: Swimming pool
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$207
“Spring break” This unit was beautifully done; recently renovated, impeccably clean and very close to the beach! The owner was e trendy helpful and accommodating. She made it easy and if you are headed to Siesta Key, you must stay here!
Responds fast! avg. 2 hours 24 minutes
Match: Swimming pool
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$295
“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.
Match: Swimming pool
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$327
“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing
Responds fast! avg. 37 minutes
Match: Swimming pool
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$127
Walk to Beach, Wifi, Water view from patio, Heated Pool, On Trolley Line
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 3 minutes
Match: Swimming pool
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$104
WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Beautiful and memorable vacation with our son,wife and grandchil” My husband and I rented unit B41,it was beautifull, tastefully decorated stainless steel appliances and new furniture. The owners thought of everything.Very pleased to have a washer and dryer in unit. The layout of this rental was spacious,the bed was very comfortable I slept like a baby which is rare when I'm away from home.The view of the intercostal water way and tropical landscaping were breathtaking whether relaxing in living room or dinning.It was very peaceful ,walking distance to Siesta keys famous beach and close to all amenities. Would recommend Bay Oaks!Thanks Barbara Okin.
Responds fast! avg. 3 hours 2 minutes
Match: Swimming pool
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$166
Across the street from Siesta Key Beach, Gulf View, Pool, Tennis, Parking, Balco
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 3 minutes
Match: Swimming pool
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$162
Siesta Key Beach is Across the Street, Partial Bay Views, WiFi, Renovated, Overl
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 minutes
Match: Swimming pool
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$122
Complex on the Bay, Walk to Beaches, Heated Pool, Wifi, Ground Floor, Renovated,
Siesta Key condo
2 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 3 minutes
Match: Swimming pool
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$110
Siesta Key Condo w/Private Beach Access, Wifi Included, Heated Pool, Tennis & B
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 minutes
Match: Swimming pool
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$138
Only 6 Minute Walk to Crescent Beach, Free Wifi, Private Lanai, Heated Pool, Fis
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 minutes
Match: Swimming pool
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$106
3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada
Siesta Key apartment
3 bedrooms / 2 bathrooms / sleeps 8
Match: Swimming pool
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$502
“Nice and easy to get around” You have a wonderful neighbor. I was able to access all the amenities you described. Navigated through out the area with ease.
Match: Swimming pool
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$104
Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of
Siesta Key house
4 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 minutes
Match: Swimming pool
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$278
Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh
Siesta Key house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 3 minutes
Match: Swimming pool
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$164
Responds fast! avg. 2 hours 38 minutes
Match: Swimming pool
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$107
Walk to Siesta Beach, Heated Pool, Wifi, Fido Friendly, Renovated Ground Floor U
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 minutes
Match: Swimming pool
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$112
Match: Swimming pool
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$180
Sea Shell Condo-Right On Crescent Beach-Siesta Key
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 39 minutes
Match: Swimming pool
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$245
Beautifully Renovated & Modern, Wifi, Harbor Towers, 3 bedroom with den
Siesta Key apartment
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 minutes
Match: Swimming pool
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$158
Match: Swimming pool
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$240
Recently updated, Crescent Beach resort, Heated Pool, Jacuzzi, Tennis, Barbeques
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 32 minutes
Match: Swimming pool
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$209
LuLu Kemp Ridley - Walk to Beach, Heated Pool, WiFi, Siesta Village just Steps A
Siesta Key condo
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 3 minutes
Match: Swimming pool
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$136
The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands
Siesta Key villa
2 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$541
Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front
Siesta Key house
2 bedrooms / 2 bathrooms / sleeps 6
“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.
Match: Swimming pool
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$222
“Great vacation and Great Accomations” We loved the accommodations. Great location close to beach access and to the village.The pool was wonderful with lovely landscaping. The house was spacious and very clean. Virginia the manager was also great! We would definitely stay here again.
Responds fast! avg. 2 hours 6 minutes
Match: Swimming pool
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$264
Buttonwood 462 at Midnight Cove Siesta Key, FL.
Siesta Key apartment
3 bedrooms / 2 bathrooms / sleeps 6
Match: Swimming pool
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$256
Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.
Responds fast! avg. 1 hour 13 minutes
Match: Swimming pool
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$190
Siesta Key Condo, Crescent Arms, unit 605 South
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 14 minutes
Match: Swimming pool
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$230
Private Beach, Full Gulf Views, Wifi/Cable, Heated Swimming Pool Overlooking Oce
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 minutes
Match: Swimming pool
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$199