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

4BR Waterfront Home w/ Heated Pool + Private Dock
Waterfront Coastal Retreat | Heated Private Pool + Dock | Mins to Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

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!

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

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!!

Lovely home nestled near Sanibel & Ft. Myers Beach
WELLINGTON ESCAPE is an elegant private residence featuring a generous outdoor space, a covered lanai, three bedrooms, and two bathrooms. It includes an oversized kitchen equipped with ample supplies and a pool table for leisure activities. You can reserve it for a week or ask about special rates for stays longer than two months. Please be aware that surveillance cameras are installed outside for security reasons. We welcome Extended Stays; please reach out for a personalized quote.

Fabulous Condo With Pools, Hot Tub, Pickleball
Discount on 30 day condo rental overlooks a small lake and is a 20 minute drive to one of the best beaches in Florida, Fort Myers Beach! Also, this lovely place is close to all shopping, restaurants, hospitals, and bike trails. Just a 15 minute drive to the quaint Downtown Fort Myers! Splash and swim in the two pools, hot tubs or work out in the air conditioned fitness room. You may even have the golf cart to cruise to the amenities or the Bone Fish just outside of the gate.

Blue Beach Bungalow
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Beautifully Updated 3 Bed/2 bath Pool Home
This completely updated pool home is located in the heart of Fort Myers. This ideal location is 10 minutes from Downton Fort Myers, 15 Minutes from Fort Myers Beach, and 15 Minutes from Sanibel Island. The kitchen is fully stocked with pots, pans, glassware, dishes, Keurig, blender, and a beverage cooler inside and one outside. The host provides beach chairs, beach towels, cooler for your beach days. This home has everything you will need for the perfect vacation!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

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.
Popular amenities for Villas rentals with a pool
House rentals with a pool

Heated Pool & Spa, Min to Yacht Club Downtown

Waterfront Dream! Pool, Sauna, Boat Dock·Sleeps 10

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Serene Modern Oasis | Private Pool in Fort Myers

Relaxing Poolside Retreat

Pearl - Waterfront Rental in Great Location

Seaside Villa Cape Landing

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

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Lover's Key Resort Unit #807

Luxury Condo by Cape Harbor and Excellent Dining!

2 bed 2 full bath w/pool, golf included w 30 day
Other holiday rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Brandnew Villa - pool & spa at canal south facing

Pink Flamingo Pool House for 4

Sunset villa, affordable luxury in paradise!

Spacious 3BR Cape Coral Home | Pool | Free Parking

Last Minute-Villa Escape - modern, pool, on water

Gulf Access, HTD Pool, Kayaks, Bikes, Beach Gear+

Sunny Pool Beach/Island Escape in Comfy Canal Home
When is the best time to visit Villas?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 124 | € 146 | € 120 | € 95 | € 87 | € 81 | € 87 | € 87 | € 95 | € 91 | € 107 | € 101 |
| 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 Villas

Total holiday rentals
Explore 100 holiday rentals in Villas

Nightly prices starting at
Villas holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Villas holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Villas rentals

4.8 Average rating
Villas 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
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Clam Pass Park
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Boca Grande Pass
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Coral Oaks Golf Course




