
Holiday rentals with a pool in Fort Myers
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fort Myers
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Ft. Myers Quaint Getaway! Minutes from Beach!
My condo is close to the beach, NOT on the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

April Deals! Hot Tub+Ping Pong+Just 5 min to Town
-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away!

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.

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples
Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

Luxe Unique: Close to Beach, Hot Tub, Heated Pool
Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

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.

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.

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.

Casa Capri | Heated Pool | No Service Fee
Escape to Luxury! We've got you covered - no service fees! Discover our 5-star Cape Coral retreat: high-speed WiFi, smart TVs, premium bedding, and more. Unwind in style and serenity. Your peaceful haven awaits! Nestled in the heart of Cape Coral, our meticulously designed space promises an unforgettable stay for the discerning traveler. Relax with the whole family at this peaceful place to stay.

Luxury Canalfront Pool Retreat w/ Upscale Finishes
Beautiful, modern NEW construction home with heated pool, on saltwater canal. Damage-free after hurricane Milton. FUN for families and tranquil for adults; fully stocked with electronic games table, pool toys and floats, outdoor games, arcade games, board games — much to enjoy! Enjoy indoor/outdoor living on expansive resort-style lanai and retreat to stylish finishes & luxe amenities throughout!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.
Popular amenities for Fort Myers rentals with a pool
House rentals with a pool

Waterfront villa w/ heated pool & lake view.

Waterfront Home w/ Pool. Minutes to Sanibel

Heated Saltwater Pool + Playset | 4 br| No stairs

Heated Pool & Game Room Waterfront Family Retreat

3BR Home w/ Pool near downtown Fort Myers & Edison

Sunny Pool Beach/Island Escape in Comfy Canal Home

Beach Cottage

Central 3BD/2BA •Massive Heated Pool •Golf courses
Condo rentals with a pool

Beach Sanctuary Condo

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled pool is open!

Luxury Condo by Cape Harbor and Excellent Dining!

Bonita Beach and Tennis 3907 - Ocean Views

Stunning Views Penthouse-Waterview King Suite Golf
Other holiday rentals with a pool

Cape Eternal Paradise

Brandnew Villa - pool & spa at canal south facing

Mermaid Suite Cottage

AquaLux Smart Home

Sunset Harbor Suite

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

Waterfront • Heated Pool • Game Room • Mini Golf

Waterfront Escape, Newly Renovated, Heated Pool.
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $279 NZD | $284 NZD | $294 NZD | $269 NZD | $227 NZD | $222 NZD | $220 NZD | $217 NZD | $210 NZD | $219 NZD | $220 NZD | $252 NZD |
| 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 |
Quick stats about holiday rentals with a pool in Fort Myers

Total holiday rentals
Explore 630 holiday rentals in Fort Myers

Nightly prices starting at
Fort Myers holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 8,630 verified reviews to help you choose

Family-friendly holiday rentals
460 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wi-Fi availability
620 of Fort Myers holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Fort Myers rentals

4.8 Average rating
Fort Myers stays are highly rated by guests—averaging 4.8 out of 5!
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Myakka River State Park
- Clam Pass Park
- Stump Pass Beach State Park
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- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- North Jetty Beach
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Stonebridge Country Club




