Holiday Rentals in Siesta Key
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Holiday Rentals for every style
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The best holiday rentals in Siesta Key
Check out our pick of great holiday rentals in Siesta Key
- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 54 reviewsFromUS$2001 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 34 reviewsFromUS$1801 night, 2 adults
- Scored out of 10, guest rating 9.6Exceptional - What previous guests thought, 6 reviewsFromUS$1831 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 8 reviewsFromUS$1051 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 40 reviewsFromUS$1851 night, 2 adults
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 6 reviewsFromUS$3,0001 night, 2 adults
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 31 reviewsFromUS$3021 night, 2 adults
- Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 20 reviewsFromUS$1301 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 24 reviewsFromUS$1201 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 8 reviewsFromUS$1001 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 395 reviewsFromUS$2281 night, 2 adults
- Scored out of 10, guest rating 8.4Very good - What previous guests thought, 680 reviewsFromUS$2861 night, 2 adults
- Scored out of 10, guest rating 8.3Very good - What previous guests thought, 276 reviewsFromUS$2701 night, 2 adults
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 10 reviewsFromUS$4921 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 41 reviewsFromUS$971 night, 2 adults
- Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 14 reviewsFromUS$851 night, 2 adults
- Scored out of 10, guest rating 7.8Good - What previous guests thought, 7 reviewsFromUS$1301 night, 2 adults
- Scored out of 10, guest rating 7.0Good - What previous guests thought, 27 reviewsFromUS$991 night, 2 adults
- Scored out of 10, guest rating 9.0Superb - What previous guests thought, 683 reviewsFromUS$1841 night, 2 adults
- Scored out of 10, guest rating 9.8Exceptional - What previous guests thought, 40 reviewsFromUS$891 night, 2 adults
Most booked holiday rentals in Siesta Key and surroundings in the past month
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
Popular with guests booking holiday rentals in Siesta Key
These holiday rentals in Siesta Key and nearby have options with free cancellation
MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH
Boasting air-conditioned accommodation with a private pool, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH is set in Sarasota.
Siesta Key Beach Resort and Suites
Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.
Siesta Key Beachside Villas
Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.
Tropical Breeze Resort
Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium.
Florinda 3bdr/2bth 2car garage with New Pool
Located in Sarasota, Florinda 3bdr/2bth 2car garage with New Pool provides accommodation with private pool, free WiFi and free private parking for guests who drive.
Crescent Beach 1011 #1
Crescent Beach 1011 #1, a property with an outdoor swimming pool, is located in Sarasota, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, as...
One Ocean - A 1101
Located in Sarasota, 200 metres from Crescent Beach and 18 km from John And Mable Ringling Museum Of Art, One Ocean - A 1101 offers air conditioning.
Entire Guesthouse 5 mins to Siesta Key & downtown
Offering a garden and garden view, Entire Guesthouse 5 mins to Siesta Key & downtown is situated in Sarasota, 5.4 km from Marina Jack Restaurant And Marina and 6.9 km from Sarasota County Visitor...
Highly rated holiday rentals in Siesta Key and nearby
Sarasota Updated pool home, Near Siesta Key
Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Sarasota Updated pool home, Near Siesta Key is located in Sarasota.
3 miles to Siesta Key #1 Beach in America
3 miles to Siesta Key #1 Beach in America is located in Sarasota, 11 km from Marina Jack Restaurant And Marina, 12 km from Sarasota County Visitor Information Center And History Museum, and 15 km from...
4 miles to Siesta Key Beach #1 in America
4 miles to Siesta Key Beach #1 in America is set in Sarasota, 12 km from Sarasota Opera, 12 km from Marina Jack Restaurant And Marina, as well as 13 km from Sarasota County Visitor Information Center...
House by Siesta Key
House by Siesta Key, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant And Marina, 13 km from Sarasota County Visitor Information Center And History Museum, as well as 15...
Shiny oasis with lake view
Situated in Sarasota, Shiny oasis with lake view features accommodation with a heated pool and garden views.
Pool Home on Gulf Gate 5min away from Siesta Key
Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.
2BR/1BA Sienna Park Apartment
Located in Sarasota, 17 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, 2BR/1BA Sienna Park Apartment provides air-conditioned accommodation with a balcony and free...
1+1 Large condo Sarasota
Located in Sarasota, 17 km from John And Mable Ringling Museum Of Art and 18 km from The John And Mable Ringling Museum Of Art, 1+1 Large condo Sarasota offers an outdoor swimming pool and air...
Enjoy breakfast in Siesta Key and nearby
The Sun Dial - 827
Featuring air-conditioned accommodation with a private pool, The Sun Dial - 827 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
Sand Dollar Cottage - 910
Boasting air-conditioned accommodation with a private pool, Sand Dollar Cottage - 910 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
Oasis on Siesta Key
Oasis on Siesta Key is a beachfront property set in Sarasota, 600 metres from Siesta Key Beach and 17 km from The John And Mable Ringling Museum Of Art.
Villa Champagne - 5322
Featuring air-conditioned accommodation with a private pool, Villa Champagne - 5322 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
Beach Palm Villa - 5533
Featuring air-conditioned accommodation with a private pool, Beach Palm Villa - 5533 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
La Contento Casa - 5560
Boasting air-conditioned accommodation with a private pool, La Contento Casa - 5560 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
Avenida Sanctuary
Featuring air-conditioned accommodation with a private pool, Avenida Sanctuary is located in Siesta Key.
Isla Amor - 86
Boasting air-conditioned accommodation with a private pool, Isla Amor - 86 is situated in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.
Holiday Rentals with swimming pools in Siesta Key and nearby
Siesta Key Waterfront Estate W Pool Privacy!
Set in Sarasota, Siesta Key Waterfront Estate W Pool Privacy! offers accommodation with private pool, free WiFi and free private parking for guests who drive.
Located in Sarasota, Heated Pool Home - Close to Beaches, Restaurants & More! provides accommodation with private pool, free WiFi and free private parking for guests who drive.
LUX VILLAs on beautiful Palmer Ranch
Situated in Vamo, LUX VILLAs on beautiful Palmer Ranch offers a balcony with lake and pool views, as well as a year-round outdoor pool, hot tub and fitness centre.
Siesta Key Beach - Cape Aqua 5545
Featuring air-conditioned accommodation with a private pool, Siesta Key Beach - Cape Aqua 5545 is located in Siesta Key.
Central - Edgemere 738
Featuring air-conditioned accommodation with a private pool, Central - Edgemere 738 is set in Siesta Key. The 4-star holiday home is 10 km from Sarasota Opera.
Beach Way Getaway
Set in Siesta Key and only 200 metres from Siesta Key Beach, Beach Way Getaway offers accommodation with sea views, free WiFi and free private parking.
Boasting a plunge pool and sea views, Our House at the Beach 604E By Beachside Management is set in Siesta Key. Both free WiFi and parking on-site are accessible at the apartment free of charge.
Boasting a plunge pool and sea views, Our House at the Beach 502E By Beachside Management is situated in Siesta Key. Both free WiFi and parking on-site are accessible at the apartment free of charge.
