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Vacation rentals with a pool in Whiskey Creek

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Whiskey Creek

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Home in Fort Myers

4.83 out of 5 average rating, 167 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

A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.

Home in Fort Myers

4.97 out of 5 average rating, 179 reviews

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.

Top guest favorite

A private pool sits in a sunny backyard, surrounded by palm trees. Lounge chairs are positioned nearby, providing a space for relaxation. The clear water of the pool reflects the blue sky, while a dock is visible along the canal in the background.

Home in Caloosahatchee

4.99 out of 5 average rating, 151 reviews

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!!

Top guest favorite

A serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.

Cottage in Fort Myers

4.98 out of 5 average rating, 121 reviews

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

A screened-in patio features a clear blue swimming pool, surrounded by a sunlit deck. Lounge chairs are arranged nearby, and the backyard offers a view of lush greenery. Large sliding doors provide easy access from the interior living space.

Home in Fort Myers

4.86 out of 5 average rating, 37 reviews

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!

Top guest favorite

A screened-in patio area reveals a clean pool surrounded by lounging chairs. The pool features a gentle curve and easy access steps. Lush greenery and palm trees provide a serene backdrop, while the adjacent living space is faintly visible through large windows.

Home in Fort Myers

4.94 out of 5 average rating, 342 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.

The exterior of a single-story home is displayed, featuring a light-colored facade and a double garage. A smooth driveway leads to the house, surrounded by well-maintained grass and palm trees. Clear blue skies create a bright and inviting setting.

Home in Fort Myers

4.93 out of 5 average rating, 67 reviews

Amazing Home in the Heart of Fort Myers

✨ Prime Location in the Heart of Fort Myers! ✨ Nestled in the charming Tanglewood neighborhood, just off the iconic McGregor Boulevard, our home offers the perfect blend of convenience and tranquility. You'll be mere minutes from Fort Myers' top attractions, dining gems, and cultural landmarks. Whether you're here for a sun-soaked vacation or a business retreat, this stylish and comfortable home is your ideal base for exploring everything Fort Myers offers. 🌴🏡🍹

Top guest favorite

A dining area is presented with a large wooden table surrounded by upholstered chairs. A centerpiece of greenery and fruit adorns the table. The walls are painted in a soft blue, complemented by decorative seahorse artwork and a stylish light fixture.

Home in Fort Myers

4.98 out of 5 average rating, 218 reviews

“Dream Vacation”Pool.Near airport&baseball

A few short miles from RSW International Airport, beaches, Twins/ Miracle's baseball, and downtown Ft. Meyers (McGregor). Walking distance to FSW Sunpark stadium. Safe and quiet neighborhood. Private pool *NOT HEATED*. Lanai TV has streaming service so you can log into your account. Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Top guest favorite

A well-maintained exterior features a gentle driveway leading to a garage, bordered by lush green grass and colorful landscaping. Palm trees and flowering plants add a tropical touch, framed by a serene blue sky, creating a welcoming entrance.

Home in Fort Myers

5 out of 5 average rating, 18 reviews

Cozy Get Away with Heated Pool and Hot Tub

Cozy 4 bedroom, 3 full bathrooms, large living/family room and extra couch that pulls out for more room. Heated pool and hot tub for relaxing after a nice dinner out! Enjoy the grill for those who want to cook and relax at home or enjoy a bike ride on the 3 bikes on site. 10 miles to Ft Myers Beach. 6 miles to Downtown Ft Myers and 12 miles from the airport. 9 miles to Red Sox JetBlue Park & 5 miles to Minnesota Twins Park

Top guest favorite

A sparkling pool is nestled within a lush tropical landscape, surrounded by vibrant greenery and palm trees. Colorful floats rest on the water's surface, while a hammock invites relaxation nearby, creating a tranquil outdoor retreat.

Home in Fort Myers

4.9 out of 5 average rating, 145 reviews

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.

Top guest favorite

A serene pool area showcases a screened lanai with a private pool reflecting the evening sky. Lounge chairs are positioned around the pool, while large sliding doors lead into a spacious interior. Lush greenery can be seen along the perimeter.

Villa in Cape Coral

4.99 out of 5 average rating, 109 reviews

Exclusive SWFL Villa - Private Pool Paradise

Welcome to your exclusive, private pool oasis in sunny, Southwest Florida! This is the ultimate retreat for relaxation, family fun, and making unforgettable memories! Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

An outdoor space features a covered pool area, showcasing a sparkling blue pool with a connected jacuzzi. Lush greenery surrounds the enclosure, providing privacy. Comfortable seating is present beside the pool, enhancing relaxation options. Sunlight filters through the protective screen, creating a bright inviting atmosphere.

Home in Fort Myers

4.91 out of 5 average rating, 135 reviews

Beautiful pool house - 4 beds - sleeps 8

This well-maintained 4-bedroom, 3-bathroom home is thoughtfully furnished to meet all your needs. The location is a standout feature—just off US-41 and only minutes away from top restaurants, shopping malls, parks, and more. Don’t miss the inviting outdoor area, complete with a private pool and a fully fenced backyard—perfect for relaxing or entertaining. 🌴

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Popular amenities for Whiskey Creek rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

Home in Caloosahatchee

5 out of 5 average rating, 15 reviews

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

An aerial view showcases a four-bedroom home with a pool, framed by lush greenery and palm trees. Nearby waterways and residential properties are visible, highlighting the peaceful surroundings of Cape Coral. A clear blue sky complements the scenic landscape.

Home in Caloosahatchee

5 out of 5 average rating, 18 reviews

Awesome Spacious & Pet Friendly Home With Pool

A spacious bedroom features a wooden bed with a light-colored blanket and accent pillows. Natural light streams through two windows and French doors, highlighting the wood flooring and area rug beneath the bed. A decorative lamp and a nightstand add to the room's charm.

Home in Pelican

4.94 out of 5 average rating, 181 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Top guest favorite

A spacious swimming pool is enclosed within a fully screened area, featuring clear blue water that reflects the sky above. Lush greenery and water views are visible beyond the pool, enhancing the serene outdoor environment.

Home in Caloosahatchee

5 out of 5 average rating, 25 reviews

Luxury Private Pool Home with Water View

Top guest favorite

A private pool area is enclosed with a screened lanai, showcasing a sparkling swimming pool with rippling water. Pavers surround the pool, and a shaded seating area with two chairs is visible against the backdrop of lush green grass and water views.

Home in Pelican

4.94 out of 5 average rating, 82 reviews

Water Front Pool Home| Kayaks| Bikes| Fishing Dock

Top guest favorite

Home in Cape Coral

4.86 out of 5 average rating, 37 reviews

Coral Breeze- 4BR w Pool & Hottub

Top guest favorite

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

Home in Pelican

4.97 out of 5 average rating, 110 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Top guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 106 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Condo rentals with a pool

A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.

Condo in Fort Myers

4.83 out of 5 average rating, 113 reviews

Cute Coastal Escape. Close to FMB and Sanibel

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

4.89 out of 5 average rating, 246 reviews

Rare walkout condo on Sanibel beach-Fully Restored

A inviting living area features sliding glass doors that open to a private balcony. The tray table holds books showcasing local attractions. Bright natural light fills the space, illuminating the coastal decor, while expansive ocean views can be seen beyond the balcony railing.

Condo in Fort Myers Beach

4.81 out of 5 average rating, 108 reviews

EBT 206C Exceptional Panoramic Gulf Views +2 Bikes

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 201 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.

Condo in Fort Myers

4.97 out of 5 average rating, 123 reviews

2nd Floor Beachfront Condo Sanibel Harbour

Top guest favorite

A spacious pool area is surrounded by palm trees, offering a serene environment. The clear water reflects the sky, with lounge chairs placed nearby on a tiled surface. A fence provides privacy, and a shaded area can be seen in the background.

Condo in Bonita Springs

4.98 out of 5 average rating, 132 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

A community pool is surrounded by chaise lounges and an umbrella for shade. The water is clear and inviting, reflecting the clouds above. A shallow ledge is visible at one end of the pool, providing easy access. The area appears quiet and relaxing.

Condo in Pelican

4.91 out of 5 average rating, 121 reviews

Penthouse Suite in the heart of SW Cape Coral, FL

Top guest favorite

A screened lanai features comfortable wicker seating with light blue cushions and a central table, offering an inviting space for relaxation. Large windows showcase breathtaking views of the scenic surroundings, while a ceiling fan adds a cooling touch to the atmosphere.

Condo in Pelican

5 out of 5 average rating, 31 reviews

Stunning Views Penthouse-Waterview King Suite Golf

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