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

McGregor’s Gem• Heated Pool 3BR/2BA River District

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Brandnew Villa - pool & spa at canal south facing

Ocean Pearl - Steps from the Beach

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Modern New-Build Luxury Villa!

Blue Beach Bungalow

FMB -ESCAPE, Heated Pool on Canal
Condo rentals with a pool

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Rare walkout condo on Sanibel beach-Fully Restored

Beach condo on yachat marina

Seaside Resort Unit 309-Fall Special

Lover's Key Resort Unit #807

The Sunset @ Naples Boutique | Walk 2 Beaches

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Santa Maria #410, 2 Story THouse, Fresh Remodel
Other vacation rentals with a pool

Lovers Key Resort, Ft Myers Beach

Beach Sweet @ Casa Corine FMB#23-0068

Beach Cottage w/ htd pool + The Beach is in sight!

Modern 3BR House @ Estero Island

Cape Escape | Hot Tub | Heated Pool | Game Room

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly

Oceanview Oasis: Private Heated Pool & Local Art

Sun & Fun | Beach Front Condo, Pool, Tennis
Destinations to explore
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- Rentals with lake access Estero Island
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- Rentals with pools Fort Myers Beach
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Panther Run Golf Club
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Seagate Beach Club
- Morgan Beach
- Worthington Country Club
- Boca Grande Pass
- The Quarry Golf Club Naples
- Spanish Wells Country Club
- Cypress Woods Golf & Country Club
- Sanibel Island Northern Beach
- Stump Pass Beach State Park
- The National Golf & Country Club Ave Maria
- Gasparilla Island State Park