
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 Quaint Getaway! Minutes from Beach!
My condo is close to the beach, NOT on the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Island Oasis Steps From the Sugar Sand Beach
Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

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 TVs in bedrooms & Living Room Full size appliances & well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, shampoo/conditioner) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee New Pack & Play

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.

Family Oasis | Heated Pool + Beach Gear, Kid Ready
Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!

Adorable Cottage with Heated Pool -Jaccuzi - Sauna
Come and relax in this calm, stylish space located one acre property full of pines and fruit trees, with access to the House Heated Pool with Jacuzzi and the sauna. Modern design will make you feel comfortable. Close to Bonita, Ft.Myers, Lovers key and Sanibel beaches & fishing piers. Cottage is 12 miles away (19 km) from RSW airport, about 20 min of driving. We are happy to meet our guests, but also respect your privacy. Your comfort is our priority.

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!
Popular amenities for Estero rentals with a pool
House rentals with a pool

Private Palm Oasis - Close to Beach

Imperial Garden Riverside Retreat

606 SeaRenity Resort • Designer Home w/Heated Pool

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

LUXE Oasis | 10 min Beach • HTD Pool+5th Ave •Crib

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

Colorful condo with heated pool and private WiFi

Remodeled 4 BR 3 Full Bath Sunshine Getaway
Condo rentals with a pool

Beachfront @ Elevate in the Sun!

Cozy Coastal Escape. Close to FMB and Sanibel

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled Pool is open!

Bonita Beach and Tennis 5807

Bonita Beach is Calling!

Beautiful Pool 5m to the Beach Downtown & Shopping
Other holiday rentals with a pool

Luxury Heated Pool Home-Minutes to Barefoot Beach

Latitude Adjustment - With Pool & Outdoor Kitchen

Calypso Cottage with Boat Access. Sleeps 8

Seabreeze Hideaway

Newly Renovated Home Just Minutes From The Beach!

Bonita Bungalow w/pool *Great Location*

Stunning Beach Cottage!

Walk to Downtown / 10 min to Beach / Cable TV
When is the best time to visit Estero?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 AUD | $381 AUD | $366 AUD | $309 AUD | $301 AUD | $285 AUD | $286 AUD | $268 AUD | $251 AUD | $312 AUD | $350 AUD | $358 AUD |
| 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 160 holiday rentals in Estero

Nightly prices starting at
Estero holiday rentals start at $61 AUD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
160 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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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Stump Pass Beach State Park
- The National Golf & Country Club Ave Maria
- Spanish Wells Country Club
- Morgan Beach
- Seagate Beach Club
- Cypress Woods Golf & Country Club
- Panther Run Golf Club
- LaPlaya Golf Club
- Boca Grande Pass
- Worthington Country Club
- The Quarry Golf Club Naples
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Gasparilla Island State Park




