Holiday rentals with a pool in Fort Myers Beach

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Top-rated rentals with a pool in Fort Myers Beach

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

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Guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

Cozy in the Cape, Water views & private salt pool.

"Unbelievable Views" describe this homes Gulf-access setting. Bring or Rent a boat and dock it right in our backyard. Beautiful Long intersecting canal and majestic palm trees galore! Cozy in the Cape Villa is a TOTALLY REMODELED home with 2 spacious bedrooms and 2 baths. Beautiful Italian Terrazzo flooring throughout, all new appliances & furniture. Epoxy garage floor w/ping pong table. Screened lanai with NEW heated salt POOL(no child protection screen) No Parties ALLOWED. 6 people max allow

2–9 Oct

$222 SGD per night

Guest favourite

Tiny home in Fort Myers

4.89 out of 5 average rating, 18 reviews

Comfy & Clean Tiny House

Beautiful & comfy Tiny House in south Ft Myers just minutes from Fort Myers Beach & Sanibel Island. Sleeps up to 4 with a new memory foam queen mattress in the bedroom & full-sized sleeper sofa. Full kitchen w/ full-sized appliances inc. a dishwasher, k-cup coffee maker, toaster, mini-air fryer. Equipped with a washer/dryer, along w/ beach chairs & beach towels for use during your stay. Enjoy the use of the onsite pool, hot tub, exercise room, shuffle boards, billiards, shower house, & laundry.

10–17 Jun

$176 SGD per night

Guest favourite

Guest house 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.

10–17 Jan

$216 SGD per night

Guest favourite

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.

14–21 Jul

$223 SGD per night

Guest favourite

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!

26 Oct – 2 Nov

$123 SGD per night

Superhost

Campervan/Motorhome in Fort Myers Beach

4.82 out of 5 average rating, 61 reviews

The Bougie Beach Bum

Luxury camper at Fort Myers Beach RV Resort. Also close to Sanibel/Captiva Islands, shopping, restaurants, arcade and go-cart track. Sleeps up to 4. 1 bedroom with queen bed, pull-out couch in living room and double recliners. Full kitchen inside and minibar with TV on outside, as well as 2 indoor TV’s equipped with Roku devices. XL awning, 3 slideouts. Camp near the beach with style! (Disclosure: As a result of Hurricane Ian, the beach and campground are undergoing restoration.)

26 May – 2 Jun

$111 SGD per night

Guest favourite

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Welcome to Fort Myers Beach Florida. This stunning, waterfront, contemporary ranch offers 5 bedrooms & 3 bathrooms. You will be impressed with the 2024 renovation from top to bottom. It will meet even the most discriminating of client's wish list. Pulling into the driveway you will notice beautiful, tropical landscaping. Entering the home through large French doors, you will be captivated by the elegant decor & immediate views of the stunning infinity pool and deep canal.

13–20 Jan

$1,287 SGD per night

Guest favourite

Flat in Fort Myers Beach

4.9 out of 5 average rating, 193 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!

12–19 Mar

$491 SGD per night

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 270 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.

12–19 Sep

$248 SGD per night

Guest favourite

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.

8–15 Sep

$174 SGD per night

Guest favourite

Flat in Cape Coral

4.91 out of 5 average rating, 148 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

24–31 Mar

$166 SGD per night

Guest favourite

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.

4–11 Jan

$187 SGD per night