Holiday rentals with outdoor seating in Fort Myers Shores

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.

Paradise Retreat Home

If you are looking for a family retreat, this is the best place for you! The pool and patio gives you plenty of space to play or relax. The outdoor kitchen gives you the opportunity to grill on the Bull 38' in propane gas grill. This home is fully equipped to make your family stay stress-free. Note: We love animals, but we do not have the space that they deserve; there will be a $350 fine for any pets brought in. As of April 2024, pool temperature will be set to 80 degrees all year round.

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.

Bay of Grace A Boater's Paradise Riverfront Gem

Bay of Grace is a totally remodeled high-end home directly on the river with a pool, wading pool, and hot tub...all with spectacular views of the river and sunsets. There is an extensive dock system for your large or small boats or if you rent one there is plenty of space to dock it in the calm and tranquil bay and a public boat ramp nearby. Come enjoy a family vacation or relaxing weekend getaway on the river. We do not allow parties and ask that you respect the neighbor's peace and quiet.

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.

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.

Aruba Breeze Retreat | Hot Tub & Pool Table

Escape to your private waterfront retreat in Fort Myers. This canal-front home offers direct Gulf access, perfect for boating, fishing, and relaxing Florida getaways. Spend your days cruising the waterways, exploring nearby islands, or enjoying peaceful canal views from the backyard. After a day on the water, unwind in the private hot tub overlooking the canal and soak in the laid-back Southwest Florida lifestyle. Perfect for both adventure and relaxation.

Pelican Coast

Relax with the whole family in this beautiful waterfront house. It is located on a canal of the Caloosahatchee River and has direct gulf access and its wonderful beaches to enjoy an excellent vacation. The area is a fantastic place for fishing, boating and nature lovers. The house has a private boat dock with one lift. Boat owners/renters can bring boat and keep at our dock during the stay. The boat dock is free.

Waterfront Pool Home

Pool home on a Saltwater canal!! Check out this peaceful 2 bed 2 bath pool home located on a gulf access canal just around the corner from the Caloosahatchee River! Relax in the infinity pool or catch fish right from the dock!! This is the PERFECT vacation home for your stay in Fort Myers Florida! Fully Furnished New High End Upgrades HUGE infinity pool! No pets No Smoking