House holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Siesta Key
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!
9–16 Dec
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
2–9 Aug
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
19–26 Aug
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
24 Sep – 1 Oct
Home in Siesta Key
4.89 out of 5 average rating, 139 reviewsSiesta Beach House
29 Sep – 6 Oct
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
29 Aug – 5 Sep
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
15–22 May
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
8–15 Apr
Weekly house rentals
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
11–18 Dec
Home in Sarasota
4.92 out of 5 average rating, 188 reviewsCentral Location in Sarasota with bonus amenities
12–19 Nov
Home in Sarasota
4.9 out of 5 average rating, 144 reviewsSunshine Suite, Minutes to Beach,Tropical Paradise
25 Dec – 1 Jan
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
26 Sep – 3 Oct
Home in Sarasota
5.0 out of 5 average rating, 20 reviewsThe Mango House Beach Cottage
14–21 Aug
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
8–15 Sep
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
21–28 Sep
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
13–20 Sep
Private house rentals
Home in Siesta Key
4.95 out of 5 average rating, 88 reviewsBeachfront home with private access, walk to town!
14–21 Sep
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
10–17 Dec
Home in Sarasota
5.0 out of 5 average rating, 4 reviewsCozy Heaven Studio III
3–10 Nov
Home in Siesta Key
4.92 out of 5 average rating, 24 reviewsStunning Siesta Home | 4 Bedroom | Walk to Village
15–22 May
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsFruit /Botanical Garden Estate 2 miles to downtown
5–12 Apr
Home in Sarasota
4.96 out of 5 average rating, 24 reviewsBeach house #2
2–9 Oct
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
28 Aug – 4 Sep
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
27 Sep – 4 Oct
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 Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Earth house rentals United States
- Guest house rentals United States
- House rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- Guest house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Lakehouse rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- Guest house rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Lakehouse rentals Florida
- Townhouse rentals Florida
- Tiny house rentals Florida
- House rentals Kissimmee
- Tiny house rentals Kissimmee
- Guest house rentals Kissimmee
- Townhouse rentals Kissimmee
- Guest house rentals Tampa
- Townhouse rentals Tampa
- Tiny house rentals Tampa
- House rentals Tampa
- Beach house rentals Tampa
- Rentals with beach access Siesta Key
- Waterfront rentals Siesta Key
- Monthly Rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
- Rentals with pools Siesta Key
- Apartment rentals Siesta Key
- Bungalow rentals Siesta Key
- Villa rentals Siesta Key
- Beach apartment rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Townhouse rentals Siesta Key
- Beach house rentals Siesta Key
- Beachfront rentals Siesta Key
- Rentals with a hot tub Siesta Key
- Rentals with a kayak Siesta Key
- Flat rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with a firepit Siesta Key
- Cottage rentals Siesta Key
- Rentals with a patio Siesta Key
- Rentals with a fireplace Siesta Key
- Fitness-friendly rentals Siesta Key
- Wheelchair-accessible rentals Siesta Key
- Mansion rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Rentals with a sauna Siesta Key
- Family-friendly rentals Siesta Key
- Tiny house rentals Sarasota County
- House rentals Sarasota County
- Townhouse rentals Sarasota County
- Guest house 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