
Home rentals with a pool near Siesta Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for rentals with a pool near Siesta Beach
House rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Water's Edge: Charming Canal Oasis

The Sand Castle - Backyard Oasis Mins from Siesta!

Toes In The Sand | Private Pool, Walk to Beach!

Private Pool - Beach 100 steps, Village 5-min walk

True Island Living House/beach/water views

Sarasota Escape | Minutes to Beaches + Downtown
Condo rentals with a pool

Stunning Siesta Vistas Direct Beach Access & Pool

Beautiful White Sand Siesta Key Beach

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Crystal House on Siesta Key Beach

Spacious 2BR 2nd floor Siesta Key condo - GBB 1274

Comfy Siesta Key Condo

[Beach Elements] pool view + private beach & bikes

Anchor house +6 min. from Siesta Beach+heated pool
Other great vacation rentals near Siesta Beach

Beach Haven on Siesta Key Beach

Siesta Oceanview Retreat-1 min walking to beach

Sunset Sensation

Amazing beach view! Entire unit renovated!

Seaside on Siesta Key Beach

Modern, Walkable, Updated, Private.

The Ashton Retreat

NO Stairs, Siesta beachfront. Walk to the village!
Quick stats about rentals with a pool near Siesta Beach
Total rentals
1.5K properties
Nightly prices starting at
$82 CAD before taxes and fees
Total number of reviews
24K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
730 properties have a dedicated workspace
Destinations to explore
- Rentals with a sauna Siesta Beach
- Beach house rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Waterfront rentals Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Villa rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Luxury rentals Siesta Beach
- House rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Rentals with lake access Siesta Beach
- Beachfront rentals Siesta Beach
- Rentals with a washer and dryer Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Cottage rentals Siesta Beach
- Kid-friendly rentals Siesta Beach
- Rentals with a hot tub Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Rentals with breakfast Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a firepit Siesta Beach
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Turtle Beach
- Anna Maria Public Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Amalie Arena
- Lido Key Beach
- Coquina Beach
- Cortez Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- Manasota Key Beach
- Jannus Live
- North Beach
- Streamsong Resort
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Alafia River State Park
- Ben T Davis Beach
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- 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