Holiday rentals with outdoor seating in Estero

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

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Golf & Pool Views! Close to FGCU and Airport.

Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

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.

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Gulf Views & Sunsets | Estero Beach Tennis 206C

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: •Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. •Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. •Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. •Comfy King Bed: Sleep to the sound of waves in a plush king-size

Colorful condo with heated pool and private WiFi

We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

Bonita Beach and Tennis 5807

Steps away from beautiful Bonita Beach is our studio condo equipped with everything you need for the prefect beach getaway. Lanai with incredible views of evening sunsets. Gulf views from lanai, living room and bedroom. Walk-in shower, plenty of storage space. Fully equipped kitchen, linens, cooler, beach chairs and towels. 2 heated pools on site. 2 fun restaurants, both on the water, within walking distance. DUE TO HURRICANES IAN & MILTON SOME WORKERS ARE STILL ON SITE.

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.

Bonita Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

The Family’s Nest

Have fun with the whole family at this stylish home! Whether you are visiting Fort Myers for a family vacation or an extended stay, our home is the perfect space for you. Located near Fort Myers most popular destinations, there is no shortage of activities! Looking for the beach? Our home is just 20 minutes away from Sanibel Island; renowned for its gorgeous white sand beaches, deep-sea fishing excursions, championship golf courses, shops, and more!

Blackstone Villa

This apartment is a quiet and relaxing place to stay; we are located 14 minutes to the Fort Myers Airport and 10 minutes to the I-75; we are close to several malls, including Edison Mall, Gulf Coast Town Center, Miromar Outlet, Coconut Point, and Belt Tower, also near to Popular Universities as FSW and FGCU. Not to mention, we are close to Fort Myers Downtown. We prepared this apartment with everything you need for long and short-term stays.