
Vacation rentals with a pool in Downtown, Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown, Sarasota
Guests agree: these homes with a pool 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 Downtown, Sarasota rentals with a pool
House rentals with a pool

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

Pool, Spa, & Private Gym in the Heart of Sarasota

La Hacienda / heated pool, hot tub, 6 mi to beach

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Huge Heated Saltwater Pool, TV in Every Bedroom

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Take a Siesta off Bahia Vista

Private Siesta Beach House Oasis with Heated Pool.
Condo rentals with a pool

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

LIDO KEY 1 BR/1Bath Heated Pool 16

Siesta Key Ground Floor Condo 2BR On Trolley Line

Cozy 2 bed/2.5 bath townhome

The Seabreeze Cottage with peaceful water views

Condo with a View 1: Beachfront!

Siesta Key Beach Front Condo

Shorewalk full condo IMG Beaches Anna Maria
Quick stats about vacation rentals with a pool in Downtown, Sarasota
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
770 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- House rentals Downtown
- Pet-friendly rentals Downtown
- Rentals with a patio Downtown
- Rentals with outdoor seating Downtown
- Rentals with a washer and dryer Downtown
- Rentals with a fire pit Downtown
- Condo rentals Downtown
- Family-friendly rentals Downtown
- Apartment rentals Downtown
- Fitness-friendly rentals Downtown
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park