
Holiday 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.

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Hezekiah's 2 Story Guesthouse with Pool
Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Golf & Pool Views! Close to FGCU and Airport.
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Ken & Gina's Beach Condo (#2301)
Due to hurricane Ian, the courtyards and tennis courts are under repair. Pools are open. 2 of 4 entrances are open. Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 2 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. Parking is free

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU
Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Renovated Pool Home in Historic Bonita Springs
Welcome to our just renovated single family pool home in the heart of historic Bonita Springs. Less than 5 miles to the beaches. You can walk to coffee shops, parks, restaurants and all sorts of markets, etc. The living area extends outside in the huge screened lanai where we have a new outdoor sectional sofa. The pool is large and heated. A very upgraded kitchen with new soft close cabinets, quartzite counter tops & brand new appliances. It's a comfortable open concept design.

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Bonita Retreat: Heated Pool - Minutes to Beach
We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.
Popular amenities for Estero rentals with a pool
House rentals with a pool

566 Sea Esta Palms | Private Pool & Minutes2Beach

Modern Oasis pool paradise

Welcome Ft Myers 3br/2ba pool vacation- dogs ok

Duquesne of southwest Florida.

Villa Bonita - Pool, Hot Tub, Fire Pit

Newly Renovated Home Just Minutes From The Beach!

Sunny Florida Oasis with Heated Pool & Hot Tub

Bonita Bungalow w/pool *Great Location*
Condo rentals with a pool

Sally’s Seaside Escape – Walk to Beach + Views

Oceanview Oasis on Bonita Beach Bld3 Floor5

Bonita Beach and Tennis 1903

Studio- Olde Naples, 2 blocks to beach Studio unit

Cathy Condo

Luxury Condo by Cape Harbor and Excellent Dining!

Bonita Beach and Tennis 3907 - Ocean Views

Bonita Beach and Tennis 2808
Other holiday rentals with a pool

Private Palm Oasis - Close to Beach

Private Spa Oasis: 5 min Beach/Heated Pool/Firepit

Renaissance Oasis Retreat

Lovers Key Resort Suite 1 - Watch Dolphins Play

Private Fort Myers Home Near Beaches/Dining/FGCU

Paradise Found

Beach Cottage

Executive King Suite City View | Downtown Ft Myers
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $378 NZD | $413 NZD | $396 NZD | $335 NZD | $327 NZD | $308 NZD | $310 NZD | $290 NZD | $272 NZD | $290 NZD | $312 NZD | $337 NZD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about holiday rentals with a pool in Estero

Total holiday rentals
Explore 180 holiday rentals in Estero

Nightly prices starting at
Estero holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 of Estero holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Estero rentals

4.9 Average rating
Estero stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with pools Lee County
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Bunche Beach
- Boca Grande Pass
- Talis Park Golf Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Florida Gulf Coast University
- Jetblue Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Bowman's Beach
- Coral Oaks Golf Course




