
Holiday rentals with a pool in Lee County
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Top-rated rentals with a pool in Lee County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

Resort Life in Heritage Palms
Paradise awaits! This newly renovated, bright unit has a spectacular golf and water view from your double-sided lanai overlooking the 38-acre lake. Walking distance to club house, golf, tennis, fitness and pools make this one of the best units in Heritage Palms. Something for everyone! 36 holes of golf, 8 tennis courts, 9 pools, 3 restaurants, pickleball, state of the art fitness center, poolside tiki-bar, bocci ball and walking trails galore! Close to airport, restaurants and beaches!

Experience of a lifetime
Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Luxury II
Because one wasn’t enough… we’re opening Luxury 2 🥂 Experience even more elegance and the same breathtaking river views you loved. This brand-new unit blends modern luxury, romantic vibes, and unforgettable sunsets. 📍 In the heart of Downtown Fort Myers, steps from top restaurants, bars, and art. 🛏️ Stylish interiors | 🌅 Floor-to-ceiling views | 🏊 Resort amenities | 🍷 Romantic & vibrant Luxury 2—your escape to unforgettable memories. #Luxury2 #LuxuryInTheSky

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.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. 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.

Amazing View of Sanibel Harbour
This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

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.

Luxury Canalfront Pool Retreat w/ Upscale Finishes
Beautiful, modern NEW construction home with heated pool, on saltwater canal. Damage-free after hurricane Milton. FUN for families and tranquil for adults; fully stocked with electronic games table, pool toys and floats, outdoor games, arcade games, board games — much to enjoy! Enjoy indoor/outdoor living on expansive resort-style lanai and retreat to stylish finishes & luxe amenities throughout!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Cape Eternal Paradise

AquaLux Smart Home

Waterfront villa w/ heated pool & lake view.

Peaceful Oasis

Game Room! Waterfront! Spacious!- Casa Del Sol

Blue Skies at Bayshore: Heated Pool, Hut Tub, Dock

Surfside Elegance SW Cape Coral Luxe Vacation home

Sunny Days-Canal Home w/pool & spa
Apartment rentals with a pool

Beachfront @ Elevate in the Sun!

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

South Seas Resort Beach Villa 🌴 On The Beach !

Gulf Water Views + 2 bikes, beach gear weekly stay

Bonita Beach and Tennis 5807

2nd Floor Beachfront Condo Sanibel Harbour

Bonita Beach and Tennis 3907 - Ocean Views
Other holiday rentals with a pool

JAN PROMO: 90° Pool NEW Luxury Spa Gulf Access

Waterfront • Heated Pool • Game Room • Mini Golf

House w/ Pool, Hot Tub & Backyard

Pool, Mini Golf & Arcade Family Fun Retreat!

Tropical Waterfront Retreat with Heated Pool!

Vida Suite

Seabreeze Hideaway

Private Heated Pool Paradise Getaway
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- Rentals with pools Florida
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Myakka River State Park
- Clam Pass Park
- Stump Pass Beach State Park
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- South Jetty Beach
- Esplanade Golf & Country Club of Naples
- North Jetty Beach
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Things to do Lee County
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