Siesta Key Vacation Rentals
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 vacation homes
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
Jason
The price is CA $138
CA $447 total
includes taxes & fees
Aug 31 - Sep 1
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)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
Sue H.
The price is CA $113
CA $407 total
includes taxes & fees
Sep 7 - Sep 8
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
Christopher Robert
The price is CA $128
CA $424 total
includes taxes & fees
Sep 1 - Sep 2
4. The Mermaid at Tiny House Siesta
The Mermaid at Tiny House SiestaSarasota
10.0 out of 10, Exceptional, (4 reviews)
"Traveled with my kids and this place was so great! Super cute and comfortable. We loved the Mermaid Tiny House."
Kadina A.
The price is CA $153
CA $279 total
includes taxes & fees
Aug 30 - Aug 31
5. 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, (14 reviews)
"Great place to stay and very close to restaurants "
Amber B.
The price is CA $128
CA $528 total
includes taxes & fees
Aug 31 - Sep 1
6. Dolphin Villa - Pool - Steps to Siesta Key Village
Dolphin Villa - Pool - Steps to Siesta Key VillageSiesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
Sandra C.
The price is CA $144
CA $499 total
includes taxes & fees
Sep 7 - Sep 8
7. Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Everglades Villa • Sleeps 8 • Walk to Siesta BeachSiesta Key Village
9.0 out of 10, Wonderful, (15 reviews)
"We loved staying here for my bachelorette!"
Kelsey E.
The price is CA $176
CA $587 total
includes taxes & fees
Sep 9 - Sep 10
The price is CA $738
CA $834 total
includes taxes & fees
Aug 30 - Aug 31
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 vacation rentals that suit your style
Private vacation homes
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Siesta Key Hotel Reviews
The Inn On Siesta Key
10/10 Excellent
Find out more about Siesta Key
Siesta Key Vacation Homes information
Number of reviews | 381 |
|---|---|
Accommodation | 900 Vacation Homes |
Lowest Price | CA $279 |
Highest Price | CA $1,232 |
Explore a world of travel with Expedia
- Family Hotels in Siesta Key
- Resorts in Longboat Key
- Cheap Hotels in Sarasota
- Condo Rentals in Bradenton
- Apartments in Venice
- Rv Parks in Sarasota
- 5 Star Hotels in Siesta Key
- All Inclusive Resorts and in Siesta Key
- Villas in Venice
- Condo Rentals in Venice
- Excelsior Beach to Bay
- Oceanfront Hotels in Siesta Key
- Siesta Key Beachside Villas
- Cheap Hotels in Siesta Key
- Motels in Sarasota
- Cottages in Sarasota
- Apartments in Siesta Key
- Motels in Longboat Key
- Harbor Towers Yacht & Club
- Siesta Key Beach Resort and Suites
- Cottages in Samoset
- Luxury Hotels in Siesta Key
- Resorts in Siesta Key
- Waterpark Hotels in Siesta Key
- Motels in Siesta Key
- The Capri at Siesta
- Oceanfront Hotels in Sarasota
- Condo Rentals in Longboat Key
- Tampa Hotels
- 5 Star Hotels in Sarasota
- Tropical Beach Resorts
- Villas in Sarasota
- Beach Hotel Hotels in Sarasota
- Tropical Breeze Resort
- Hotels with a Lazy River in Siesta Key
- Apartments in Osprey Village
- Boutique Hotels in Siesta Key
- Houseboats in Sarasota
- Cottages in Nokomis
- Cottages in Osprey Village
- Island House Beach Resort
- The Residences at Siesta Key Beach by Hyatt Vacation Club
- Enjoy Panoramic Gulf Views at Jamaica Royale 301 Beachfront Condo!
- Villas in Osprey Village
- Siesta Key Hotels
- Captiva Beach Resort
- Condo# 208 Charming Condo at La Siesta with Partial Beach Views "Your home away from home"
- Condo Rentals in Siesta Key
- The Residences on Siesta Key within Hyatt Residence Club
- Condo Rentals in Sarasota
- Resorts in Sarasota
- Aparthotels in Lakewood Ranch
- Twin Palms at Siesta
- Cabin Rentals in Venice
- 5 Star Hotels in Siesta Key Village
- Turtle Beach Resort
- Pet-Friendly Hotels in Siesta Key
- Sarasota Hotels
- B&B in Sarasota
- Sea Club V Beach Resort
- Updated
- Condo Resorts in Sarasota
- Cottages in Siesta Key
- Farmstay in Osprey Village
- Beach Hotel Hotels in Siesta Key
- Siesta Key For Me @ The Palm Bay Club
- Resorts in Osprey
- Sarasota Surf and Racquet Club
- Adults Only Resorts & in Siesta Key
- Flights from Toronto (YYZ) to Sarasota (SRQ)
- Flights to Tampa
- Flights from Ottawa (YOW) to Sarasota (SRQ)
- Flights from Buffalo (BUF) to Sarasota (SRQ)
- Flights from Detroit (DTW) to Sarasota (SRQ)
- Flights to Sarasota
- Flights to Siesta Key
- Flights from Toronto (YYZ) to St. Petersburg (PIE)
- Flights from Sarasota-Bradenton Intl.
- Flights from Vancouver (YVR) to Sarasota (SRQ)
- Flights from Toronto (YYZ) to Tampa (TPA)
- Flights from Buffalo (BUF) to Tampa (TPA)
- Flights from Montreal (YUL) to Sarasota (SRQ)