
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.

Welcome Ft Myers 3br/2ba pool vacation- dogs ok
Welcome to your vacation with open floor plan and walk-out to the heated pool with Weber grill, comfortable seating and fire table. This home sleeps 9 with 3 BR and 2 baths. Quiet neighborhood where you can hear the palm trees in the backyard. Just 20 minutes to Ft. Myers Beach, Bonita Beach, Barefoot Beach. All beach supplies available including chairs, umbrella, cooler and towels. Very close to baseball stadiums, shopping and FGCU. Can't wait for you to enjoy all this location offers. Welcome!

Heated Pool | Canal | Modern | New | Southern Exp.
Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

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.

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

Tropical Oasis: Stunning Pool Home in Bonita
Welcome to your tropical getaway in Bonita Springs! This stunning 4-bedroom, 2-bathroom home features a heated pool with a sunshelf, offering the perfect spot to soak up the Florida sunshine. Centrally located near the Coconut Point Mall, you'll have easy access to shopping, dining, and you're located just 15 minutes from Bonita Beach. Inside, enjoy spacious, coastal-themed living areas ideal for gatherings with family and friends. Your private oasis awaits—book now for a memorable stay!

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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.

644 Beach Bungalow | NEW Resort Pool is ★★★★★
NEW Resort Style Pool Located in the popular Naples Park neighborhood near beaches, shopping, dining & nightlife. This beautifully updated 2 Bed/2 Bath home will delight the most discerning guest. Upon entering, you'll be delighted as the open floor plan allows tons of natural light. The kitchen is renovated with beautiful quartz countertops, new stainless appliances and stocked with the essentials. Master Bedroom - King Bed Guest Bedroom - Queen Bed

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.

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

Private Palm Oasis - Close to Beach

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

Luxury Modern Coastal Home w/ Pool & Game Room

Renaissance Oasis Retreat

Blue Beach Bungalow

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Luxe Lakeside Living: Stunning Home w/ Pool & Spa

Luxurious Poolside Paradise: 4100 SqFt 5BR Home
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Bonita Beach and Tennis 5807

Lush tropical 1st floor getaway in Naples

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other vacation rentals with a pool

Beachfront @ Elevate in the Sun!

Oceanview Oasis on Bonita Beach Bld3 Floor5

Latitude Adjustment - With Pool & Outdoor Kitchen

Cathy Condo

Beachfront, Estero Beach Tennis 708A Weekly Stays

Villa Sunset Serenade II

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 | $312 CAD | $341 CAD | $327 CAD | $277 CAD | $270 CAD | $255 CAD | $256 CAD | $240 CAD | $225 CAD | $279 CAD | $314 CAD | $320 CAD |
| 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 160 vacation rentals in Estero

Nightly prices starting at
Estero vacation rentals start at $55 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Estero vacation rentals include wifi 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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- Naples Beach
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