Holiday rentals with a patio in Captiva

A comfortable outdoor seating area features a large sectional sofa adorned with decorative cushions. A coffee table is centered on a patterned rug. In the background, a private pool is visible through a white fence, surrounded by lush greenery.

5 out of 5 average rating, 18 reviews

Island paradise. Hakuna Matata.

Our car-free paradise is a destination like no other. Only steps to the beach, Hakuna Matata provides the perfect escape. The home is complete with marble floors throughout, a granite kitchen and minibar, 3 bedrooms and 2 bathrooms. We have two king beds, a queen, and triple bunks. An entertainment area is complete with a private pool, sitting area, pool table and ping pong table, television, outdoor games, a grill, and an outdoor shower. Two golf carts are provided for your stay to explore.

5 out of 5 average rating, 22 reviews

A modern living space features a comfortable gray sofa adorned with decorative pillows. Large windows offer views of the outdoors, while a dining area, with a table and chairs, is positioned nearby. A sleek kitchen countertop displays tasteful decor, including a vase with white flowers.

Flat in Captiva

Amazing Captiva Bayside Villa

Experience the nicest remodeled & decorated coastal 1-bedroom 2-bathroom villa on Captiva! Designed for ultimate relaxation with great bayside water views, all within the South Seas gated community. The villa come with a huge pool, hot tub, 5 minute walk to the beach, free parking, free high speed internet, free bikes, free parking. No add-on or resort fee here! The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests.

4.9 out of 5 average rating, 21 reviews

Townhouse in Captiva

Pearl, brand new old island charm

Pearl is a cottage duplex hidden on a private access lane, beautifully and newly decorated. An Island retreat surrounded by tropical vegetation, bathed in sun, and gaurded by waters and waves that seduce you into forgetting the laundry you still have to do at home. Walkability score, 10. Pearl rests less than 3 blocks from Captiva Village. Searing sunrises, alfresco dining, the beach, island shops, live music, and fiery sunsets await you. Ice cream is plentiful and there’s even a Starbucks

The exterior of the beach house is showcased, featuring a covered porch with wooden railings and an American flag. Tropical palm trees surround the property, and stairs lead to the elevated entrance, highlighting the inviting design and island charm.

4.94 out of 5 average rating, 63 reviews

2/2 SandDollars, CLUB, Boat Slip

“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

Superhost

5 out of 5 average rating, 3 reviews

Sunset Captiva 58

Your family will be close to everything when you stay at this centrally located place. It is a 7 min walk to the beach and the village where you can dine and shop. Has a heated community pool and tennis courts. The pool and pool house is down for renovations between 8-18-11-30. House has a small side yard where the family can sit and enjoy the outdoors or play games. Bikes are also included, and it comes equipped with beach towels, wagon, umbrella, cooler, fishing poles and beach chairs.

4.84 out of 5 average rating, 19 reviews

Home in Sanibel

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

5 out of 5 average rating, 20 reviews

Million Dollar View! Private Pool, Steps to Beach!

Escape to Isle Escape, a 2024-built luxury retreat just steps from pristine beaches. 🌊 Enjoy stunning Gulf views 💦 Private pool (heated or cooled) 🛏️ 5 spacious bedrooms w/ en-suite baths 🍽️ Cook in a modern, fully equipped kitchen 🎶 Unwind on screened-in decks with fans, speakers and views 🛜 Stay connected with Starlink Internet 🤩 Island Club amenities & in home games ⚡️ whole-house generator 🏝️explore with 2 golf carts included Your perfect getaway awaits—book now! ☀️

4.99 out of 5 average rating, 101 reviews

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

Home in Fort Myers

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

4.99 out of 5 average rating, 70 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

5 out of 5 average rating, 19 reviews

An aerial view of a coastal neighborhood reveals well-appointed homes bordering a serene harbor. Lush greenery surrounds the area, while boats are docked at a nearby marina. The tranquil water reflects the clear blue sky, contributing to a calming seascape.

Townhouse in Captiva

Sunrise-Waterfront Cottage

Casita Salida del Sol...Your private sanctuary nestled on the pristine shores of North Captiva Island, Florida. Imagine escaping the hustle & bustle of every day life on a island with no cars & uncrowded, unspoiled, white sand beaches— being able to just slow down & relax. North Captiva is 1/2 mile wide, making it perfect to watch both sunrises and sunsets. *Golf cart, 2 kayaks, paddleboard & 2 bikes included!!

5 out of 5 average rating, 6 reviews

Home in Sanibel

Luxury Penthouse Rooftop Patio! Pointe Santo

This Pointe Santo rooftop patio Townhouse offers stunning Gulf views, a spacious private terrace for dining and lounging, and direct beach access. Enjoy sunsets, sea breezes, and resort amenities like a pool, hot tub, and lush tropical grounds—all from a stylish, comfortable coastal retreat. After almost 3 years of rebuilding from Hurricane Ian we are back up and running all new! Come relax in the sun!

Superhost