
Holiday 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.
Holiday 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

Private Palm Oasis - Close to Beach

Luxury 3 BR Canal Villa • Free Pool Heat • Arcade

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Last Minute-Villa Twenty Two - modern, pool & spa

Aquamium Villa - Near Cape Harbor - Hot Tub

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access

Close to Cape Harbour western pool and dock, golf

DOG friendly vacation home/3BR/2.5BA/heated pool
Apartment rentals with a pool

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

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Sundial A301- Gorgeous Beachfront Residence

GullWing 1006: Gulf View, Beach Front, Pool & Spa!

Pointe Santo E4

Park Shore Resort Top Floor 2 Bed 2 Bath Sleeps 6

Sundial G406 - Brand New w/Beautiful Beach Views

Newly Renovated Second Floor 1 Bedroom Condo
Other holiday rentals with a pool

Beachfront Bliss!

Luxury House in Cape Coral

Villa Sunset Beach – Heated Pool+Spa | Gulf Access

Gulf House with pool and generator.

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

Waterfront*Pool*Games*Luxury*Family Fun

Private Pool⁘Beach Gear⁘Oceanview⁘Outdoor Games

Blue Sky - Pool, free Wi-fi, BBQ, Arcade game, BBQ
Destinations to explore
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- Fitness-friendly rentals Estero Island
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- Rentals with a kayak Estero Island
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- Rentals with a hot tub Estero Island
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- Rentals with pools Fort Myers Beach
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- 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
- Blind Pass Beach
- 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