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Vacation 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.

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Home in Fort Myers

4.82 out of 5 average rating, 124 reviews

Blue Beach Bungalow

3 large bedrooms (2 queens, one king) 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, and all the creature comforts you can imagine

Sep 7 – 14

R5,921 ZAR per night

Guesthouse 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.

Aug 18 – 25

R2,506 ZAR per night

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.

Dec 13 – 20

R2,850 ZAR per night

Home in Fort Myers

4.95 out of 5 average rating, 120 reviews

Entire Centrally Located Beautiful Pool Home

Enjoy everything that SW Florida has to offer from this centrally located, beautiful heated pool home, including 3 bd + den/2 ba, that comfortably sleeps 6. 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. It is close to popular attractions, shopping, dining, it's 3 miles from Bell Tower, and outdoor recreation including the wonderful Lakes Regional Park where you can hike, kayak, picnic and much more!

Jul 25 – Aug 1

R4,788 ZAR per night

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!

Oct 24 – 31

R1,712 ZAR per night

Home in Cape Coral

4.98 out of 5 average rating, 195 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach and boat house tiki bar restaurant . 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 w/lift . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dec 3 – 10

R11,974 ZAR per night

Home in Cape Coral

4.93 out of 5 average rating, 104 reviews

Heated Pool Canal Front Home

Welcome to your Canal Cottage in Cape Coral! Beautiful and spacious pool home on the canal with boat dock and direct access to the gulf. Large outside pool with heating and a pool table inside - so you can enjoy rain or shine! The home includes three queen size beds in separate bedrooms, sofa bed in the living room, two full bathrooms, washer and dryer in the garage, new kitchen appliances, and more. It is the perfect vacation home and only minutes away from city center!

Aug 14 – 21

R3,087 ZAR per night

Home in Fort Myers

4.94 out of 5 average rating, 273 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.

Aug 5 – 12

R3,457 ZAR per night

Condo in Fort Myers

4.78 out of 5 average rating, 203 reviews

2 Bed | 2 Bath | 'Home Away From Home'

Whether you're bringing with you all of your belongings, or all of your family, this sunny, clean, spacious home welcomes you. With vivid ocean fronts, variegated nature trails, ample biking trails and quiet spaces, plus your every shopping need quenched within an arm's reach away, you'll be well taken care of in this funky town of Fort Myers. Whatever be the nature of your travels, all are welcome! Go ahead -- let this cozy home be ALL yours for some time.

Aug 16 – 23

R2,751 ZAR per night

Home in Fort Myers

4.92 out of 5 average rating, 203 reviews

*Unique Pyramid Home for an amazing vacation

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 12 total properties *Fully stocked unit with all the amenities of home

Oct 13 – 20

R2,952 ZAR per night

Condo in Fort Myers

4.96 out of 5 average rating, 101 reviews

Fort Myers 2nd Flr Lakefront 3/2 Resort Condo

3/2 Resort Style condo with Lakeview on 2nd Floor. Resort style amenities at Clubhouse with Gym, billards table, and pool. The condo is near the Edison shopping Mall and all the restaurants along US41 as well. *Please note for the Winter months of January thru March we are looking for guests to stay a minimum of 28 days in each month. It allows us to schedule the remaining months easier than if part of a month is taken.

Sep 26 – Oct 3

R3,317 ZAR per night

Apartment in Cape Coral

4.91 out of 5 average rating, 149 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

Jan 30 – Feb 6

R2,334 ZAR per night

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Popular amenities for Villas rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Cape Coral

4.92 out of 5 average rating, 105 reviews

Indigo Dreams Pool Home w/ Waterfront Boat Dock.

Jun 17 – 24

R3,784 ZAR per night

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

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

Dec 3 – 10

R3,092 ZAR per night

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

Dec 6 – 13

R2,844 ZAR per night

Home in Cape Coral

4.85 out of 5 average rating, 107 reviews

Entertainment Paradise

Aug 19 – 26

R3,123 ZAR per night

Home in Fort Myers

5.0 out of 5 average rating, 7 reviews

Cheerful and Convenient Pool Home

May 27 – Jun 3

R3,200 ZAR per night

Home in Cape Coral

4.82 out of 5 average rating, 57 reviews

Beautiful getaway home with everything you need!

Nov 26 – Dec 3

R2,092 ZAR per night

Home in Cape Coral

5.0 out of 5 average rating, 25 reviews

Poolside Paradise Retreat with Heated Pool

Jul 22 – 29

R2,777 ZAR per night

Home in Cape Coral

5.0 out of 5 average rating, 8 reviews

Coral Reef | Pool Home | Private | Affordable

Aug 2 – 9

R2,692 ZAR per night

Condo rentals with a pool

Condo in Cape Coral

4.92 out of 5 average rating, 111 reviews

Penthouse Suite in the heart of SW Cape Coral, FL

Mar 28 – Apr 4

R6,957 ZAR per night

Condo in Fort Myers

4.8 out of 5 average rating, 15 reviews

Cozy and bright 1/1 condo close to beaches!

Aug 19 – 26

R2,485 ZAR per night

Condo in Cape Coral

4.78 out of 5 average rating, 9 reviews

Waterfront 2 bed 2 bath w pool & central location

Nov 29 – Dec 6

R2,489 ZAR per night

Condo in Fort Myers

4.94 out of 5 average rating, 16 reviews

Relax and Recharge in Sunny SW Florida

May 31 – Jun 7

R2,869 ZAR per night

Condo in Fort Myers

5.0 out of 5 average rating, 8 reviews

Hidden Gem Fort Myers Getaway! Condo Resort Style!

May 27 – Jun 3

R2,226 ZAR per night

Condo in Fort Myers

5.0 out of 5 average rating, 5 reviews

NEW - updated 3bed/2.5 bath in exclusive Paseo

Oct 30 – Nov 6

R4,408 ZAR per night

Condo in Bonita Springs

4.95 out of 5 average rating, 85 reviews

Ken & Gina's Beach Condo (#2301)

Jul 10 – 17

R2,021 ZAR per night

Condo in Punta Gorda

4.95 out of 5 average rating, 37 reviews

One bedroom condo overlooking Harbor with Pool

Dec 3 – 10

R2,759 ZAR per night

Home rentals with a private pool

Home in Cape Coral

4.92 out of 5 average rating, 72 reviews

Luxury Waterfront Home with Pool

Dec 21 – 28

R9,685 ZAR per night

Home in Cape Coral

5.0 out of 5 average rating, 16 reviews

Awesome Location W/boat Dock, Pool, & Kayaks!

Nov 23 – 30

R9,529 ZAR per night

Home in Cape Coral

5.0 out of 5 average rating, 4 reviews

Blue Oasis

Jun 12 – 19

R3,498 ZAR per night

Home in Port Charlotte

Serenity Haven: New Pool Home Near Englewood Beach

Jan 17 – 24

R6,085 ZAR per night

Home in Bonita Springs

New place to stay

Coastal Waterfront Home W/pool-Tiki-Dock

Feb 6 – 13

R13,991 ZAR per night

Home in Fort Myers Beach

147 Curlew St

May 15 – 22

R8,245 ZAR per night

Quick stats about vacation rentals with a pool in Villas

Total rentals
90 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
R557 ZAR before taxes and fees

Destinations to explore