
Holiday houses in Siesta Key
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Siesta Key
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key holiday rentals
Other great holiday rentals in Siesta Key
Guest favourite

Apartment in Sarasota
4.91 out of 5 average rating, 23 reviewsThe Cozy Bungalow: Sleeps 4, private patio & grill
Guest favourite

Condo in Siesta Key
4.92 out of 5 average rating, 53 reviewsSiesta Oceanview Retreat-1 min walking to beach
Guest favourite

Condo in Siesta Key
4.96 out of 5 average rating, 80 reviewsSiesta Key Oasis with Gulf Views
Guest favourite

Condo in Siesta Key
4.94 out of 5 average rating, 210 reviewsSiesta key getaway!

Condo in Siesta Key
4.87 out of 5 average rating, 161 reviewsSpacious 2-Floor, 2BR, 2.5BA Condo Near Everything
Guest favourite

Condo in Siesta Key
5 out of 5 average rating, 42 reviewsAmazing beach view! Entire unit renovated!
Top Guest favourite

Home in Sarasota
5 out of 5 average rating, 73 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Superhost

Home in Siesta Key
4.79 out of 5 average rating, 76 reviews[Relax by the Pool] modern house on Siesta Key
Quick stats about holiday rentals in Siesta Key
Total rentals
2K properties
Total number of reviews
34K reviews
Family-friendly rentals
1.6K properties are a good fit for families
Pet-friendly rentals
360 properties allow pets
Rentals with a pool
1.6K properties have a pool
Rentals with dedicated workspaces
950 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Rentals with an EV charger Siesta Key
- Cottage rentals Siesta Key
- Apartment rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
- Bungalow rentals Siesta Key
- Beachfront rentals Siesta Key
- House rentals Siesta Key
- Rentals with breakfast Siesta Key
- Villa rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with lake access Siesta Key
- Beach condo rentals Siesta Key
- Rentals with a sauna Siesta Key
- Waterfront rentals Siesta Key
- Rentals with a patio Siesta Key
- Rentals with a kayak Siesta Key
- Rentals with a hot tub Siesta Key
- Luxury rentals Siesta Key
- Beach house rentals Siesta Key
- Condo rentals Siesta Key
- Rentals with a fireplace Siesta Key
- Rentals with beach access Siesta Key
- Fitness-friendly rentals Siesta Key
- Townhouse rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Rentals with a fire pit Siesta Key
- Mansion rentals Siesta Key
- Rentals with pools Siesta Key
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Caspersen Beach
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- Splash Harbour Water Park
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Ben T Davis Beach