
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.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Mini Golf • Heated Pool • Near Beach Prime
Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

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.

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock
Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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.

The Island Hideaway
Lovely remodeled 3 bedroom, 2 bath home. Kitchen fully equipped, living room and gym - gorgeous views onto the river. Pool is electric heated, hot tub. Plenty of pool furniture/seating areas on the entire property. Upstairs office can be used. 100 % privacy - sun all day long. Large boat dock Lift cannot be used. Quiet location minutes away from shopping/restaurants. Entire property is fenced. Two bikes can be used. Pets allowed - non refundable fee $ 200. ASK FOR LAST MINUTE DEALS :)

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit
Welcome to Palm Breeze Villa, a luxury home in Fort Myers! - Pool - 15 mins to Fort Myers River District - 20 mins to Fort Myers Beach - 40 mins to Sanibel-Captiva Islands - Playground for kids - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 2 QUEEN, 2 Double Beds) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7 We would love to host you!

Serene Pool & Spa Home near Beaches & Downtown
Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

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.

Sun-Kissed Modern Oasis with Private Heated Pool
🌴 Fort Myers Pool Home – Your Perfect Southwest Florida Base! This beautiful 3-bedroom, 2-bath pool home is your ideal vacation spot in Southwest Florida. Just 20 min from RSW Airport! Great Location: • 10 min to Old Fort Myers & River District • 20 min to Fort Myers Beach & Bunche Beach • 45 min to Fishermen’s Village Enjoy your private screened pool & sunny backyard. Perfect for families, golf trips & relaxing escapes. Book now for your sunny Florida getaway!

Luxury Riverfront Estate & Pool
Your Property This spacious waterfront home features a bright open floor plan with expansive water views throughout the main living areas. Guests can enjoy a fully equipped chef’s kitchen, large dining area, comfortable living room, private pool, dock, outdoor entertainment spaces, and a dedicated game room. The home was thoughtfully designed to maximize the waterfront setting, with large windows showcasing beautiful bay views from sunrise to sunset.
Popular amenities for Whiskey Creek rentals with a pool
House rentals with a pool

Tropical Pool Home • Putting Green • Fort Myers

Swimsational Golf views

Heated Pool & Spa | Canal | BBQ | Modern | Bikes |

Intervillas Florida - Laguna Villa

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Cozy Get Away with Heated Pool and Hot Tub

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

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

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Sanibel Harbour Resort 437 - Stunning Views!

Beachfront fully equipped apartment

Luxury Gulf View Condo + Steps to the Beach

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Spacious clean condo

2BR Vacation Condo Near Ft Myers Beach & Sanibel
Other vacation rentals with a pool

Gulf Access Home with Pool and Dock

Serene Modern Oasis | Private Pool in Fort Myers

Renovated 4/4 with Fishing, Pool, Boating, Beach

Sleep over the water- Boathouse with Private Dock

Villa Sunset Serenade II

Spanish Villa-Private Oasis

La Dolce Vita: Your Waterfront Jackpot

Cheers to Paradise: Pool, Tiki Bar, & Endless Fun!
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Cape Coral Vacation rentals
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Edison & Ford Winter Estates
- Clam Pass Park
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Coconut Point
- Delnor-Wiggins Pass State Park





