Holiday rentals with a patio near Captiva Island

"All You Need Is Fun" Stunning Beach Home-Pool

Make some memories at this unique and family-friendly place. Private home on North Captiva Island Florida. As beautiful and peaceful as the Caribbean. "ALL YOU NEED IS FUN" is on 2 tropical landscaped lots. Sleeps 10 people comfortably with a King, Queen, 2 sets of bunkbeds with an additional twin pull out sofa. All the essentials to cook or grill out. The downstairs bar & pool area is one of a kind. Relax at your own private bar, take a swim or play games in the lush tropical yard. 2 Carts

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.

Windows on the Water "W.O.W." on North Captiva

Our renovated home on North Captiva is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. 10/10 and 5 star reviews (64+) on the other booking site!

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.

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

Saltwater&Sunsets Await You | Beach & Club Pools

Sandy lanes lead you to our newly remodeled 2 bedroom 2 bath home on North Captiva which is ready for you to enjoy your island stay. The cottage home reflects the charm of the island while keeping comfort at the heart of your stay. Each bedroom has its own full bath with luxury shower heads. The living area has a sectional sofa with a large TV and 2 lounge chairs. Our newly designed kitchen is well equipped. Island Club access with pools included with your stay. Short stroll to beach.

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).

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.

Elegant Beachside Luxury Home Awaits!

This stunning Bonita home is steps from the beach. It combines modern luxury with artistic flair. The home features a striking wave stained-glass window and cozy sitting nook which provides an ideal spot to watch mesmerizing sunsets. The chef’s kitchen flows into the great room and dining area, where a large picture window frames serene views of palms. The home has a generous outdoor deck. It features three beautiful bedrooms and two full bathrooms, each designed luxuriously.

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.

Matlacha Waterfront Home | Gulf Access & Pool

Experience Matlacha from this stunning waterfront home with direct Gulf access, a heated private pool, a spacious dock, and a boat lift. Bright, refined, and deeply relaxing, it’s the perfect coastal escape for families and friends. Wake up to still waters, enjoy warm swims under the sun, and end each day with the kind of peaceful, unforgettable evenings that make you never want to leave.

Sea La Vie

Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids.