
Holiday Homes in Siesta Key
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Siesta Key holiday homes

1. Siesta Heron Suites & Villas
Siesta Heron Suites & VillasSiesta Key
8.4 out of 10, Very good, (46 reviews)
The price is €272
includes taxes & fees
4 Nov - 5 Nov

2. [lounge like locals] walk to siesta beach +bikes
[lounge like locals] walk to siesta beach +bikesSiesta Key
9.8 out of 10, Exceptional, (37 reviews)
The price is €275
includes taxes & fees
8 Nov - 9 Nov

3. Island Villa | Cozy Beach Retreat | Walk to Village
Island Villa | Cozy Beach Retreat | Walk to VillageSiesta Key Village
8.4 out of 10, Very good, (15 reviews)
The price is €346
includes taxes & fees
4 Nov - 5 Nov

4. The Mermaid at Tiny House Siesta
The Mermaid at Tiny House SiestaSarasota
10.0 out of 10, Exceptional, (4 reviews)

5. Key West Villa 3 min to #1 Beach • Pool • BBQ
Key West Villa 3 min to #1 Beach • Pool • BBQSiesta Key Village
8.8 out of 10, Excellent, (8 reviews)
The price is €372
includes taxes & fees
9 Nov - 10 Nov

6. Sea Turtle- Full Sized living at Tiny House Siesta
Sea Turtle- Full Sized living at Tiny House SiestaSarasota
9.4 out of 10, Exceptional, (18 reviews)

7. Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beachSarasota

8. Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SANDSiesta Key
9.6 out of 10, Exceptional, (71 reviews)

9. Salty Summer ~ Near Village ~ Shared Pool
Salty Summer ~ Near Village ~ Shared PoolSiesta Key Village
10.0 out of 10, Exceptional, (6 reviews)

10. Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Everglades Villa • Sleeps 8 • Walk to Siesta BeachSiesta Key Village
9.0 out of 10, Wonderful, (16 reviews)

11. Siesta beach....one and only
Siesta beach....one and onlySarasota
9.4 out of 10, Exceptional, (222 reviews)

12. Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
Star Fish. 3 Bed 2 Bath. POOL. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (72 reviews)
The price is €592
includes taxes & fees
4 Nov - 5 Nov

13. Summer Salt ~ Near Village ~ Shared Pool
Summer Salt ~ Near Village ~ Shared PoolSiesta Key Village
10.0 out of 10, Exceptional, (3 reviews)

14. 2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
2 Bedroom Unit with Pool - 2 min walk to Siesta BeachSiesta Key
10.0 out of 10, Exceptional, (2 reviews)

15. Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Modern & Bright Escape: Mins Beach, Pool, Hot Tub!South Village

16. Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet FriendlySiesta Key Village
9.6 out of 10, Exceptional, (22 reviews)
The price is €633
includes taxes & fees
5 Nov - 6 Nov

17. Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ PoolSiesta Key Village
8.8 out of 10, Excellent, (13 reviews)
The price is €439
includes taxes & fees
4 Nov - 5 Nov

18. Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ PkgSiesta Key Village
8.0 out of 10, Very good, (5 reviews)

19. Modern 2BR Retreat · Heated Pool · Near Siesta
Modern 2BR Retreat · Heated Pool · Near SiestaSarasota
9.6 out of 10, Exceptional, (4 reviews)

20. Island House -w/ heated pool 1 mi to Siesta beach!
Island House -w/ heated pool 1 mi to Siesta beach!Sarasota
6.0 out of 10, (2 reviews)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Private holiday homes
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Siesta Key Hotel Reviews

The Ringling Beach House
10/10 Excellent
Find out more about Siesta Key
Siesta Key Holiday Homes information
Number of reviews | 411 |
|---|---|
Accommodation | 873 Holiday Homes |
Lowest Price | €272 |
Highest Price | €633 |
Explore a world of travel with Expedia
- 4 Star Hotels in Sarasota
- 4 Star Hotels in Siesta Key
- 5 Star Hotels in Sarasota
- Apartments in Anna Maria Island
- Cabin Rentals in Anna Maria Island
- Condo Rentals in Anna Maria Island
- Resorts in Anna Maria Island
- Inns in Anna Maria Island
- Motels in Anna Maria Island
- Holiday Homes in Anna Maria Island
- Villas in Anna Maria Island
- Bird Key Hotels
- Downtown Sarasota Hotels
- Gulf Gate Estates Hotels
- Motels in Island of Venice
- Motel 6 Hotels in Legacy Trail
- Hotels near Lido Beach
- Beach Hotels in Lido Key
- Boutique Hotels in Lido Key
- Hotels with Breakfast in Lido Key
- La Quinta Inn & Suites Hotels in Lido Key
- Hotels with Spa in Lido Key
- Hotels near Marina Jack
- Hotels near Mote Marine Laboratory & Aquarium
- Hotels near Point of Rocks
- Hotels near Sarasota-Bradenton Intl.
- Caravan Parks in Sarasota
- Condo Rentals in Sarasota
- Beach Hotels in Sarasota
- Boutique Hotels in Sarasota
- Cheap Hotels in Sarasota
- Hotels with Yoga in Sarasota
- Luxury Hotels in Sarasota
- Sarasota Hotels
- Hotels near Sarasota Memorial Hospital
- Motels in Sarasota
- Sarasota Springs Hotels
- Villas in Sarasota
- Villas in Shell Key Preserve
- Condo Rentals in Siesta Key
- Guest Houses in Siesta Key
- Resorts in Siesta Key
- Beach Hotels in Siesta Key
- Cheap Hotels in Siesta Key
- Luxury Hotels in Siesta Key
- Pet Friendly Hotels in Siesta Key
- Hotels with Spa in Siesta Key
- Siesta Key Hotels
- Siesta Key Village Hotels
- Villas in Siesta Key
- Aparthotels in Snead Island
- Resorts in Snead Island
- Southgate Hotels
- Hotels near St. Armands Circle
- Apartments in St. Petersburg
- Hotels near Stoneybrook Golf & Country Club
- Ed Smith Stadium
- Lido Beach
- Visit Lido Key
- Marie Selby Botanical Gardens
- Mote Marine Laboratory & Aquarium
- Osprey Holidays
- Visit Gillespie Park
- Visit Gulf Gate Estates
- Sarasota Jungle Gardens
- Visit Kensington Park
- Sarasota Opera House
- Visit Ridge Wood Heights
- Visit Saint Armands Key
- Visit South Sarasota
- Visit Vamo
- Sarasota Holidays
- Visit Sarasota
- Selby Library
- Siesta Key Beach
- Visit Siesta Key Village
- Siesta Key Holidays
- Visit Siesta Key
- St. Armands Circle
- Car hire near Bee Ridge
- Car hire near Evie's Golf Center
- Car hire Sarasota
- Car hire Siesta Key
- Car hire near Southgate
- Car hire near Stardust Event Center
- Dollar Rent A Car Rental Cars in Siesta Key
- Luxury Car Hire in Siesta Key
- Sicily By Car Rental Cars in Siesta Key
- Sixt Rental Cars in Legacy Trail
- Thrifty Car Rental Rental Cars in Lido Key



































































