
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.

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU
Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

Downtown Skyline Suite- Breathtaking view
Welcome to the Downtown Skyline Suite, your stylish high-rise getaway in the heart of Fort Myers. Located on an upper floor with sweeping city views, this suite offers the perfect mix of comfort, convenience, and excitement. Enjoy watching the skyline sparkle at night and wake up to warm Florida sunshine each morning. Downtown Skyline Suite offers pool, gym, outdoor pergola, game room, library, movie theater, spa and 20 minutes from the beach. Book today and enjoy the best of Fort Myers!

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.

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Heated Pool & Game Room Waterfront Family Retreat
★ New 4BR/2BA Waterfront Home ★ Top-Rated for Cleanliness & Comfort ★ Heated Saltwater Pool & Hot Tub ★ Screened Lanai + Grill + Sunset Views ★ Fully Stocked Kitchen & Game Room ★ Spacious Open Floor Plan – Sleeps 12 ★ Fishing, Fire Pit & Outdoor Dining ★ Relax Under Palms by the Waterfront ★ Minutes to Cape Coral Beach & Dining ★ Close to Fort Myers, Sanibel & Gulf Fun ✨ Villa Belleriva: Where comfort, style & Florida sunshine meet for an unforgettable stay in paradise.

Luxury II
Because one wasn’t enough… we’re opening Luxury 2 🥂 Experience even more elegance and the same breathtaking river views you loved. This brand-new unit blends modern luxury, romantic vibes, and unforgettable sunsets. 📍 In the heart of Downtown Fort Myers, steps from top restaurants, bars, and art. 🛏️ Stylish interiors | 🌅 Floor-to-ceiling views | 🏊 Resort amenities | 🍷 Romantic & vibrant Luxury 2—your escape to unforgettable memories. #Luxury2 #LuxuryInTheSky

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.

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

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.

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

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Paradise Resort Heated Pool & Spa/Fort Myers Beach

AquaLux Smart Home

Pink Flamingo Pool House for 4

Gulf access waterfront heated pool

Blue Beach Bungalow

Dive into Luxury: Stunning Tropical Home & Pool

Gather By The Sea! Close to the beach! Heated Pool
Apartment rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled pool is open!

Seaside Serenity at EBT 105C

Gorgeous Beach Condo with Pool, Spa, and Bikes

Bonita Beach and Tennis 3907 - Ocean Views
Other holiday rentals with a pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Amazing View of Sanibel Harbour

Manatee Suite 1 / Funky Fish House at Cape Harbour

Waterfront Luxury villa /Paid heated pool & sunset

Waterfront Escape, Newly Renovated, Heated Pool.

Heated Pool & Hot Tub Family Villa

Coral Waters Modern Escape | Pool Home
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 SGD | $218 SGD | $226 SGD | $206 SGD | $174 SGD | $170 SGD | $169 SGD | $166 SGD | $161 SGD | $168 SGD | $169 SGD | $193 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 |
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 $52 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
620 of Fort Myers holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- North Jetty Beach
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- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park




