Vacation rentals with a pool in Fort Myers

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

Golden Hour | 17th Floor • City Views • Downtown

Enjoy a stylish stay at Golden Hour on the 17th floor in Downtown Fort Myers, with city views & cozy space. Walk to top restaurants, cafés, and nightlife, or relax in the building’s pool, hot tub, and gym. Whether you’re here to explore or recharge, this space is designed for a smooth stay. City Views | Pool | Hot Tub | Gym | King Bed | Sofa Bed | Wi-Fi | Smart TV Location Highlights: Dining & bars: 2–5 min walk Edison & Ford Estates: 5–10 min Fort Myers Beach: 25–30 min RSW Airport: ~25 min

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!

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

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Trendy Cozy Waterfront Apt - 1 bedroom 1.5 bath

Enjoy a trendy apartment and stay in the heart of Downtown Fort Myers where you are just a 4 minute walk away from the coolest bars/restaurants in the area. Feel right at home in a cozy, unique atmosphere, where you can watch your favorite movies or shows from a projector as you lay down in bed. Netflix account is included in your stay! Read my guidebook on my host account for the best spots in the area! I’m a foodie and love a unique bar. Feel just like a local with my recommendations!

Riverwalk Retreat | King Suite

Welcome to Your Luxe Living Getaway: Riverwalk Retreat | King Suite Relax in style in our spacious king bedroom featuring a plush bed with premium linens, modern décor, and natural light. Designed for comfort and convenience, this private haven offers the perfect place to recharge after exploring Downtown Fort Myers. When you book the King Suite, the entire unit is private to you, and you will not be sharing with anyone else. The second bedroom is simply closed off during your stay.

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!

Mediterranean Waterfront Estate on Caloosahatchee

Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!

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.

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.

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.

17th Floor Riverfront • Downtown • Pool & Gym

🌅 Ember Horizon · 17th Floor Riverfront Wake up to panoramic river views from the 17th floor of a modern downtown high-rise. This 2BR/2BA features floor-to-ceiling windows, two private en-suite bedrooms, and a fully equipped kitchen. Enjoy the building's pool, 24-hr gym, secure access, and free garage parking — all just steps from Fort Myers' best restaurants, bars, and nightlife.