Vacation rentals with outdoor seating 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

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

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!

3 BR Heated Pool House with Boat Lift

Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

Inn Season Cottage-Cozy Florida Living

Welcome to the Inn Season Cottage...where relaxation, family time, and sunshine are always "INN" season. Experience cozy Florida living in this newly renovated 1250 sq. ft. home located in the desirable McGregor Corridor. This home is nestled within a quiet neighborhood and provides a relaxing setting for your family to unwind and make memories together. It is the ideal location for seasonal visitors looking to stay during the winter months, a small family vacation, or a couples getaway.

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.

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.

Secret Hideaway North Fort Myers

8 minutes to Historic Downtown Fort Myers. Alan Vallejera offers an exquisite luxury home, nestled in lush tropical settings. Ours Property is adult-only with a minimum age requirement of 25. Carefully curated to provide an unparalleled experience of comfort and elegance, surrounded by natures beauty and luxurious amenities designed to make your stay unforgettable. This rental is the perfect setting for a romantic vacation or relaxing staycation!

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.