
Holiday rentals with a pool in Fort Myers Shores
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Fort Myers Shores

Total holiday rentals
Explore 30 holiday rentals in Fort Myers Shores

Nightly prices starting at
Fort Myers Shores holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Fort Myers Shores holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fort Myers Shores rentals

4.9 Average rating
Fort Myers Shores stays are highly rated by guests – averaging 4.9 out of 5!
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.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Latitude Adjustment
Boating, fishing, and manatee lover's welcome! This waterfront paradise is located on the Caloosahatchee River and offers direct gulf access, a private boat dock with two lifts, large, heated pool, and a waterfront tiki bar with an outside kitchen and grill. Inside, large sliding glass doors bathe your living area in natural light and immerse you in beautiful waterfront views. The perfect rental whether you want to spend a vacation on the water or just enjoy all the home’s fabulous amenities.

The Blue River House
Bring the whole family to this great place with lots of room for fun. This stunning waterfront home is nestled in a peaceful neighborhood. Only 5-Minutes to the Caloosahatchee from this direct water gulf access canal. Closed to The boathouse tiki and many other amenities. Refreshing heated Pool for those quiet days at home. There is a public boat launch just down the street and a private dock behind the house. Convenient location to I-75 ,downtown Fort Myers and gulf coast beautiful beaches.

Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

Caribbean Gem with Private Pool & Hot Tub
Welcome to Caribbean Gem! This modern 3BR/2BA retreat features a private pool and hot tub perfect for relaxing. We are dog-friendly, offering a fully fenced side yard with easy-clean artificial turf for your pups. Enjoy a screened-in patio, fast WiFi, and a fully stocked kitchen. Located just 15m from downtown Ft. Myers and 30m from Sanibel and Ft. Myers Beach. Experience sleek comfort and fresh eggs from our roosters! Note: Pool is not heated; hot tub is separate.

Paradise Shores Gem.
Bring the whole family to this great place with lots of room for fun. Located on a canal just off of the Caloosahatchee River with gulf access. Newly renovated 3 bedroom, 2 bathroom home with inground pool and jacuzzi and games room. This quite family friendly neighbourhood is a 3 minute drive to Winn-Dixie, Publix and restaurants. 5 mins to the Franklin locks, 10 mins from Manatee Park, 30-45 mins to beaches and 20-25 mins to downtown Fort Myers.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Pool | Playground | Foosball, PingPong Table &more
“The 1 Acre House” offers you all the luxuries and amenities your friends and family could desire, all while being conveniently located in the heart of Lehigh Acres and just at 25 minutes from the airport. ⭐️ Game room inside the garage, with pool table, foosball table, air hockey table, arcades & TV. ⭐️Huge deck with seats & all light on. ⭐️ Sand volleyball. ⭐️ Mini golf. ⭐️ Playground. ⭐️ Ping Pong Table. ⭐️ Trampoline.

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.
Popular amenities for Fort Myers Shores rentals with a pool
House rentals with a pool

Swimsational Golf views

Mini Golf • Heated Pool • Near Beach Prime

SW Exposure Gulf Access Waterfront Cape Coral Home

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Close to Cape Harbour western pool and dock, golf

Blu Breeze, Social Media moments, Volleyball court

Villa Sunset Serenade II

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

206C Gulf Water Views + 2 bikes + beach gear

Pristine Residence with Direct Gulf Views

Bay to Beach - Aruba 3 (2 BR / 2 BA)

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Island Time Too: Beach Front + Resort Amenities!

Amazing Condo-1 mile from Bonita Beach
Other holiday rentals with a pool

Salt Life Serenity

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Lakeside Sunset / Heated Pool + Sleeps 10

Luxury new construction Villa Ocean Kiss on canal

Catalina Cottage

Lux Escape Cape Coral (Gulf access and Boat Lift)

Villa Vanity - Heated Pool+Spa | Gulf Access

TikiTime Tropical Riverfront Retreat
When is the best time to visit Fort Myers Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $311 SGD | $317 SGD | $349 SGD | $320 SGD | $306 SGD | $293 SGD | $250 SGD | $343 SGD | $224 SGD | $238 SGD | $294 SGD | $358 SGD |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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