House vacation rentals in Siesta Key
Find and book unique houses on Airbnb
Top-rated house rentals in Siesta Key
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Siesta Key house rentals
House rentals with a pool
Home in Siesta Key
4.87 out of 5 average rating, 119 reviews"Safe & Clean" Palm Oasis - Relax in comfort!
Dec. 9 – 16
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
Aug. 2 – 9
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
Aug. 19 – 26
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
Sep. 24 – Oct. 1
Home in Siesta Key
4.89 out of 5 average rating, 139 reviewsSiesta Beach House
Sep. 29 – Oct. 6
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Aug. 29 – Sep. 5
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
May 15 – 22
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
Apr. 8 – 15
Weekly house rentals
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
Dec. 11 – 18
Home in Sarasota
4.92 out of 5 average rating, 188 reviewsCentral Location in Sarasota with bonus amenities
Nov. 12 – 19
Home in Sarasota
4.9 out of 5 average rating, 144 reviewsSunshine Suite, Minutes to Beach,Tropical Paradise
Dec. 25 – Jan. 1
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Sep. 26 – Oct. 3
Home in Sarasota
5.0 out of 5 average rating, 20 reviewsThe Mango House Beach Cottage
Aug. 14 – 21
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Sep. 8 – 15
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
Sep. 21 – 28
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
Sep. 13 – 20
Private house rentals
Home in Siesta Key
4.95 out of 5 average rating, 88 reviewsBeachfront home with private access, walk to town!
Sep. 14 – 21
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
Dec. 10 – 17
Home in Sarasota
5.0 out of 5 average rating, 4 reviewsCozy Heaven Studio III
Nov. 3 – 10
Home in Siesta Key
4.92 out of 5 average rating, 24 reviewsStunning Siesta Home | 4 Bedroom | Walk to Village
May 15 – 22
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsFruit /Botanical Garden Estate 2 miles to downtown
Apr. 5 – 12
Home in Sarasota
4.96 out of 5 average rating, 24 reviewsCasa de Playa #2
Oct. 2 – 9
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
Aug. 28 – Sep. 4
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
Sep. 27 – Oct. 4
Quick stats about house rentals in Siesta Key
Total rentals
410 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
290 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
370 properties are a good fit for families
Total number of reviews
6.1K reviews
Destinations to explore
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Lighthouse rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- Earth house rentals United States
- House rentals United States
- Lake house rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- Beach house rentals Florida
- Lake house rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- Beach house rentals Florida
- Tiny house rentals Kissimmee
- Guesthouse rentals Kissimmee
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- House rentals Tampa
- Guesthouse rentals Tampa
- Beach house rentals Tampa
- Townhouse rentals Tampa
- Tiny house rentals Tampa
- Apartment rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Condo rentals Siesta Key
- Cottage rentals Siesta Key
- Monthly Rentals Siesta Key
- Fitness-friendly rentals Siesta Key
- Rentals with a firepit Siesta Key
- Townhouse rentals Siesta Key
- Wheelchair accessible rentals Siesta Key
- Rentals with a washer and dryer Siesta Key
- Rentals with a hot tub Siesta Key
- Beachfront rentals Siesta Key
- Beach house rentals Siesta Key
- Mansion rentals Siesta Key
- Waterfront rentals Siesta Key
- Family-friendly rentals Siesta Key
- Kid-friendly rentals Siesta Key
- Rentals with a kayak Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Rentals with beach access Siesta Key
- Rentals with a patio Siesta Key
- Beach condo rentals Siesta Key
- Rentals with a sauna Siesta Key
- Rentals with pools Siesta Key
- Villa rentals Siesta Key
- Bungalow rentals Siesta Key
- Tiny house rentals Sarasota County
- House rentals Sarasota County
- Guesthouse rentals Sarasota County
- Townhouse rentals Sarasota County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom