Holiday rentals with outdoor seating in Fort Myers Shores

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

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!

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!

Latitude Adjustment

Boating, fishing, and manatee lover's welcome! This waterfront paradise is located on the Caloosahatchee River and offers direct gulf access, a private boat dock with two lifts, large, heated pool, and a waterfront tiki bar with an outside kitchen and grill. Inside, large sliding glass doors bathe your living area in natural light and immerse you in beautiful waterfront views. The perfect rental whether you want to spend a vacation on the water or just enjoy all the home’s fabulous amenities.

Palmetto Boat House

Escape to your private family oasis along the peaceful Caloosahatchee River, minutes from Babcock Ranch and Fort Myers Beach. Boaters love the nearby public dock—perfect for tying up your boat or jet skis. Unwind in your sparkling private pool with river views, then gather around the fire pit for s'mores under the stars. Whether exploring the water or relaxing poolside, this riverside haven offers families the perfect blend of adventure and tranquility in beautiful Southwest Florida.

Garden Villa

Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

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.

Caribbean Gem with Private Pool & Hot Tub

Welcome to Caribbean Gem! This modern 3BR/2BA retreat features a private pool and hot tub perfect for relaxing. We are dog-friendly, offering a fully fenced side yard with easy-clean artificial turf for your pups. Enjoy a screened-in patio, fast WiFi, and a fully stocked kitchen. Located just 15m from downtown Ft. Myers and 30m from Sanibel and Ft. Myers Beach. Experience sleek comfort and fresh eggs from our roosters! Note: Pool is not heated; hot tub is separate.

Caloosahatchee Hideaway II-Waterfront Retreat

Relax with the whole family at the Waterfront Caloosahatchee Hideaway II ! This CHARMING Farmhouse HOME away from HOME is a 2 Bedroom, 2 Full bathroom, duplex that sleeps 6! Close to Babcock Ranch, Grace River Island Resort, Spring Training Facilities. This home is fully stocked from the kitchen to the linens. The evening sunsets don’t disappoint! We provide fishing poles, paddleboards and kayaks for the adventurous folks. Plenty of blankets, pillows and bedding.

Pool | Playground | Foosball, PingPong Table &more

“The 1 Acre House” offers you all the luxuries and amenities your friends and family could desire, all while being conveniently located in the heart of Lehigh Acres and just at 25 minutes from the airport. ⭐️ Game room inside the garage, with pool table, foosball table, air hockey table, arcades & TV. ⭐️Huge deck with seats & all light on. ⭐️ Sand volleyball. ⭐️ Mini golf. ⭐️ Playground. ⭐️ Ping Pong Table. ⭐️ Trampoline.

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.