
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.

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.

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

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 Beach and Tennis 3907 - Ocean Views
Welcome to our beautiful condo. We are located on the 9th Floor of Bldg. 3 at Beach and Tennis Club. Beautiful sunsets await you in our 1-bedroom,1 bath, studio condo with views galore of the Gulf. We are just a short walk from the beach and restaurants. Come and enjoy the sunsets from our private balcony. Amenities such as shared pools and private balcony are all open and available for use to relax & unwind while listening to the soothing sounds of waves.

*Unique Pyramid home with natural spring water
*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 10 total properties *Fully stocked unit with all the amenities of home

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.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.
Popular amenities for Estero rentals with a pool
House rentals with a pool

675 FantaSea | New Heated Resort Pool & Fire Pit

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Heated Pool & Game Room Waterfront Family Retreat

Paradise on Estero Bay

Renaissance Oasis Retreat

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Coastal Modern Retreat with Heated Pool and Spa
Condo rentals with a pool

Sally’s Seaside Escape – Walk to Beach + Views

Oceanview unit. Completely remodeled pool is open!

Cozy Condo with amazing views, next to beach

Easy Breezy Too

100+ 5 Star Reviews and Right on The Beach!

Bonita Beach and Tennis 2808

Luxury Beach Condo On The Bay In A tropical Oasis!

Beachfront Gulf View Lovers Key Beach Club #1002
Other vacation rentals with a pool

Private Palm Oasis - Close to Beach

Sunny, open 3 BR, 2 BA *pool* home

Villa Bonita - Pool, Hot Tub, Fire Pit

Paradise Found

Newly Renovated Home Just Minutes From The Beach!

Executive King Suite City View | Downtown Ft Myers

Bonita Bungalow w/pool *Great Location*

Remodeled 4 BR 3 Full Bath Sunshine Getaway
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,655 ZAR | R3,992 ZAR | R3,832 ZAR | R3,239 ZAR | R3,158 ZAR | R2,982 ZAR | R2,998 ZAR | R2,806 ZAR | R2,629 ZAR | R2,806 ZAR | R3,014 ZAR | R3,255 ZAR |
| 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 vacation rentals with a pool in Estero

Total vacation rentals
Explore 180 vacation rentals in Estero

Nightly prices starting at
Estero vacation rentals start at R962 ZAR per night before taxes and fees

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

Family-friendly vacation rentals
140 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 of Estero vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Boca Grande Pass
- Bunche Beach
- Del Tura Golf & Country Club
- 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




