
Holiday rentals with a pool in Whiskey Creek
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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

Cozy in the Cape, Water views & private salt pool
"Unbelievable Views" describe this homes Gulf-access setting. Bring or Rent a boat and dock it right in our backyard. Beautiful Long intersecting canal and majestic palm trees galore! Cozy in the Cape Villa is a TOTALLY REMODELED home with 2 spacious bedrooms and 2 baths. Beautiful Italian Terrazzo flooring throughout, all new appliances & furniture. Epoxy garage floor w/ping pong table. Screened lanai with NEW heated salt POOL(no child protection screen) No Parties ALLOWED. 6 people max allow

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.

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!

Swimsational Golf views
Recently updated heated pool home backing to a golf course with private back yard. It has a covered patio area with new furniture and outdoor grill. Both bedrooms have televisions and super comfy pillows / linens. The main area has a coffee/tea bar and island in the kitchen. The garage has a brand new washer/dryer with the latest technology. Located in a great residential neighborhood surrounded by shopping and restaurants. 20 minutes to the beaches or downtown Ft. Myers.

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!

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

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock
Step inside this beautifully maintained, canal-front four-bedroom retreat—perfect for relaxing or entertaining. Enjoy a private, landscaped pool and spa with evening lighting, plus a dock for boating and fishing. Inside features include a fully stocked kitchen, spacious living and dining areas, high-speed Wi-Fi, and fresh linens and towels. Ideal for families, boaters (boats can be stored at the seawall - not on the lift), and entertainers.

Waterfront with Saltwater Pool, Sauna, Cold Plunge
Experience the epitome of comfort and luxury in our exquisite 4-bedroom, 4-bathroom waterfront wellness retreat. Revel in the tranquillity of water views and be pampered by a host of rejuvenating amenities, including a therapeutic saltwater pool, a soothing sauna, and a refreshing cold plunge. This sanctuary is designed with top-of-the-line features and sumptuous interiors that ensure a restful and revitalizing stay beyond compare.
Popular amenities for Whiskey Creek rentals with a pool
House rentals with a pool

Serene Modern Oasis | Private Pool in Fort Myers

Luxury Waterfront Escape - Private Pool & Jacuzzi

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Sunnyside - Pool, Hot Tub& Direct access to River

Robin's Nest on a Canal with River and Gulf access

Skyline Tides- Gulf Access- Wide Views- Heat Pool

Cape Serenity- Luxury Waterfront Residence

Cozy Get Away with Heated Pool and Hot Tub
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!

Spacious clean condo

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

New Condo Minutes to Fort Myers Beach & Sanibel
Other holiday rentals with a pool

Pink Flamingo Pool House for 4

Sleep over the water- Boathouse with Private Dock

Intervillas Florida - Villa The View

3 BR Heated Pool House with Boat Lift

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

Gulf Access Home | Heated Pool, Dock & Fire Pit

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Beautifully Updated 3 Bed/2 bath Pool Home
Destinations to explore
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- Florida Gulf Coast University
- Stump Pass Beach State Park
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- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course





