Vacation rentals with a pool in Fort Myers Shores

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Top-rated rentals with a pool in Fort Myers Shores

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

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Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 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.

Jul 3 – 10

ﺩ.ﺇ505 per night

Guest favorite

Home in Cape Coral

4.87 out of 5 average rating, 178 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.

Apr 29 – May 6

ﺩ.ﺇ607 per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Feb 26 – Mar 5

ﺩ.ﺇ2,505 per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Mar 10 – 17

ﺩ.ﺇ346 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.

Jul 4 – 11

ﺩ.ﺇ684 per night

Guest favorite

Cottage in Fort Myers

4.93 out of 5 average rating, 127 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 11 – 18

ﺩ.ﺇ444 per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Aug 11 – 18

ﺩ.ﺇ481 per night

Guest favorite

Condo in Fort Myers

4.96 out of 5 average rating, 101 reviews

Fort Myers 2nd Flr Lakefront 3/2 Resort Condo

3/2 Resort Style condo with Lakeview on 2nd Floor. Resort style amenities at Clubhouse with Gym, billards table, and pool. The condo is near the Edison shopping Mall and all the restaurants along US41 as well. *Please note for the Winter months of January thru March we are looking for guests to stay a minimum of 28 days in each month. It allows us to schedule the remaining months easier than if part of a month is taken.

Jun 30 – Jul 7

ﺩ.ﺇ682 per night

Guest favorite

Home in Lehigh Acres

4.83 out of 5 average rating, 119 reviews

LIVING in PARADISE 🌴 ⛱️ 😎

Hotel accommodations with the comforts of home! Clean and beautiful house. Hot tub and pool, full grill Gazebo,patio for cookouts. Beautiful living room area, with a TV and family space. Dedicated dining room space, equipped with everything needed with a spectacular dinner. Kitchen is fully equipped. King , two queen beds. Beautiful full bathrooms. Close to Downtown Fort Myers, Bell Tower Shops, and Fort Myers Beach.

Nov 7 – 14

ﺩ.ﺇ801 per night

Guest favorite

Apartment in Cape Coral

4.91 out of 5 average rating, 149 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

Jan 27 – Feb 3

ﺩ.ﺇ463 per night

Guest favorite

Home in Cape Coral

4.91 out of 5 average rating, 148 reviews

New Reno w/ Pool, Fast Wi-Fi, Central Location

Come experience Florida Living at its finest! Coastal Cape Escape has a private fenced in pool with Southwest exposure allowing for all day sun and gorgeous sunsets. We are centrally located in the SE Cape, near boat ramps to Caloosahatchee River and bridge to Fort Myers, and within walking distance to shopping, a movie theater, Aldi and Publix grocery stores, restaurants, a bowling alley and more!

Oct 2 – 9

ﺩ.ﺇ440 per night

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 172 reviews

Cozy Private Pool Cottage

This is a small separate guest house with a large pool just steps from the door. Located in a very safe and quiet secluded neighborhood with only 18 homes, all retirees and famous artists along the caloosahatchee with some Riverfront views from pool deck. Only 1.2 miles to Historic Downtown Fort Myers and Edison Museum, along with numerous downtown events, restaurants and nightlife.

Jul 24 – 31

ﺩ.ﺇ517 per night