
Vacation rentals with a pool in Estero
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Estero
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 Estero rentals with a pool
House rentals with a pool

New Gorgeous Smart Home with Heated Pool on the Ca

“Dream Vacation”Pool.Near airport&baseball

Boa Casa Bonita in SW Florida

Boater’s Paradise-Stunning Sunsets! Games Room!

3BR Home w/ Pool near downtown Fort Myers & Edison

Cozy 2 bedroom on the canal with pool and hot tub!

Casa Bonita, "Sun & Fun"-Pool

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck
Condo rentals with a pool

Beachfront @ Elevate in the Sun!

Studio- Olde Naples, 2 blocks to beach Studio unit

Oceanfront Views + Balcony Sunsets Bikes Included

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Bonita Beach and Tennis 5807

Summer Savings Lovers Key Beach Club Private Beach

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other vacation rentals with a pool

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

Large Safe & Private Heated Pool Home just for you

Waterfront Villa: Dock, Pet Friendly, Private Pool

Florida Vacation-Fort Myers-Pool-Gated Community

Custom Pool! Tiki Bar. Private Yard. Enjoy SWFL

Bonita Bayshore Escape: Luxe home, heated pool

Private Lakefront Pool Home • Spa • Beach nearby

Luxury Villa with Private Salt Water Pool & Spa
Quick stats about vacation rentals with a pool in Estero
Total rentals
160 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
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- Beachfront rentals Estero
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- Rentals with beach access Estero
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- Beach condo rentals Estero
- Rentals with a fireplace Estero
- Villa rentals Estero
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- Rentals with lake access Estero
- Rentals with a firepit Estero
- Rentals with a hot tub Estero
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Panther Run Golf Club
- Englewood Beach
- Seagate Beach Club
- Heritage Bay Golf & Country Club
- Worthington Country Club
- Stump Pass Beach State Park
- Morgan Beach
- Spanish Wells Country Club
- Gasparilla Island State Park
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- The Quarry Golf Club Naples
- Sanibel Island Northern Beach
- Talis Park Golf Club
- Cypress Woods Golf & Country Club
- Boca Grande Pass
- The National Golf & Country Club Ave Maria