Holiday rentals with outdoor seating in Fort Myers Beach

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, 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. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Walk to Best Eats/Shops in heart of River District

"Welcome to The Cracker Cow Cottages-a boutique retreat in the heart of the River District! Perfect for couples or solo travelers, this cozy escape blends historic charm with modern comfort. Enjoy premium amenities, & a tranquil atmosphere ensuring a personal & relaxing experience. Just steps from the best dining, shopping, & entertainment in the River District, or a short drive to Southwest Florida's most stunning beaches. Whether you're here for business or leisure, your ideal stay awaits!"

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

Seaside Villa Majestic

Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Ready to Enjoy again! 2025: Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of early 2025) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy!

Unforgettable Pyramid home in sunny Florida 7046

Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 queen bedrooms/ 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

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.

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round. STR Registration # 21-0367

Mid Island Home with Hot Tub 1 Block from beach!

Your perfect escape awaits at The Salty Mermaid! Ideally located mid-island, just a block from the beach, this charming retreat offers breathtaking canal views. Our community has a deeded beach access for easy beach entry. Relax in the hot tub on the back patio or explore nearby bars/restaurants featuring live music. We provide everything you need for a stress-free stay as well as some awesome extras available for rent!

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.