Vacation rentals with a pool in Estero Bay

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Top-rated rentals with a pool in Estero Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bonita Springs

4.94 out of 5 average rating, 114 reviews

Bonita Oasis

Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Located close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is only 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The home's backyard is all fenced in, ideal to let your dog run.

Jan 18 – 25

R5,354 ZAR per night

Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 622 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Mar 20 – 27

R2,945 ZAR per night

Guest favorite

Home in Cape Coral

4.87 out of 5 average rating, 179 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Dec 14 – 21

R2,808 ZAR per night

Guest favorite

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

If you are craving some sunshine and blue waters, come on down! Morning walks with your toes in the sand set the tone for another day in Paradise. Spend the day in the surf and sun, then finish off another perfect day quietly entranced by another unique and spectacular sunset. Whether you want to relax on the balcony and enjoy looking at the gulf, play in the surf, lay out on the beach or pick shells, lounge by the pool or enjoy a few rounds of tennis and pickle ball, you won't be bored.

Aug 18 – 25

R3,197 ZAR per night

Guest favorite

Apartment in Bonita Springs

4.95 out of 5 average rating, 21 reviews

Heated Pool•7min->Beach•King•WD•SmartTV

• 2.1 miles to beach. 6 minute drive, 12 min bike ride • 700 sqft, 1st floor, 1 bedroom/1 bath • Safe & quiet neighborhood • Equipped kitchen, stocked w/essentials • Screened-in pool • On-site parking (1 vehicle) • Smart TV • On-site laundry • Fast internet • Backyard garden • Firepit • Bikes, beach equipment • Grill • Neighborhood boat ramp Minutes from: • Multiple Beaches • State parks • Restaurants • World class golf courses • Fishing/boating • Nightlife • Naples shopping & spas

Sep 4 – 11

R1,974 ZAR per night

Guest favorite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Ft Myers beach Bonita Mermaid Oasis’s dream getaway! 1 bedroom King bed , full kitchen, spacious living room, sofa sleeper couch, beautiful balcony. Bathroom with a Jacuzzi tub, walk-in shower, private toilet area. The beautiful bay and pool invite you to come play. Flippers 5-star restaurant on the property. You can enjoy water sports long walks on Lovers Key Beach across the street. Only minutes to Bonita Naples and Ft. Myers beach, reviews say it all!

Jun 13 – 20

R2,368 ZAR per night

Guest favorite

Home in Fort Myers

4.94 out of 5 average rating, 273 reviews

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.

Sep 27 – Oct 4

R3,386 ZAR per night

Guest favorite

Cottage in Fort Myers

4.93 out of 5 average rating, 128 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

May 10 – 17

R2,199 ZAR per night

Superhost

Condo in Bonita Springs

4.95 out of 5 average rating, 85 reviews

Ken & Gina's Beach Condo (#2301)

***Due to hurricane Ian, no amenities are available (pool, tennis, etc)*** 1 pool ready on 8/1/24 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.

Jun 12 – 19

R1,848 ZAR per night

Guest favorite

Guesthouse in Estero

4.88 out of 5 average rating, 26 reviews

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.

Jun 21 – 28

R1,815 ZAR per night

Guest favorite

Apartment in Cape Coral

4.91 out of 5 average rating, 150 reviews

Private Apartment with sunny pool

One-bedroom plus den apartment attached to the main house with private entrance. The apartment has a small kitchenette for basic meal preparation. A large pool is right outside your door! Come relax by the pool & cool off on a hot day. The pool is for your private use. We have a gas BBQ grill located in the fenced yard for your use. Ft. Myers Beach 35 min away Sanibel Beach 45 min away Naples Beaches 60 min away

Jun 26 – Jul 3

R1,643 ZAR per night

Guest favorite

Home in Fort Myers

4.94 out of 5 average rating, 108 reviews

Private Heated Pool and Spa

Retreat to paradise in this extra clean and beautifully renovated home centralized to all major Southwest Florida attractions. Splash and play in your private, year-round heated pool or relax and unwind in the bubbles of the jacuzzi. Heating included in price! Less than a 10 minute drive gets you to RSW airport, tons of excellent restaurants, three supermarkets and 4 major shopping malls.

Jul 26 – Aug 2

R3,925 ZAR per night