Holiday rentals in Captiva

South Seas Full Resort Access Beach Villa 2BR

Designed for easygoing days by the sea, these inviting villas on the south end of Captiva offer space and comfort for families and friends. Each features two bedrooms, two bathrooms, a full kitchen, and a welcoming living area with sleeper sofa, accommodating up to six guests just steps from the island’s pristine shoreline. Guests of these villas have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

HUGE/Private Pool/Elevator+Club/Pets/Views/2 Carts

"SHORE TO PLEASE - A LUXURY PRIVATE HEATED POOL HOME * PLUS*THE AMENITIES AT THE ISLAND CLUB AT NORTH CAPTIVA WHICH INCLUDE 2 HEATED POOLS, HOT TUB, POOL BAR, KAYAKS, BIKES, AND MORE! HUGE FABULOUS BEACH HOUZ*POOL*PRIVATE BEACH ACCESS*ELEVATOR* PET FRIENDLY*AMENITIES*VIEWS! ESTATELY WITH OVER 3000+ INTERIOR SQ FEET WITH 6 DECKS/360 DEGREE ISLAND VIEWS/HEATED POOL/POOL BATH/2 - 4 PERSONS GOLF CARTS INCLUDED/ELEVATOR/LUXURY SUITES & ENSUITE HUGE BATHS/LARGE ROOMS & BEDROOMS SIMPLY AMAZING HOME

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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 has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests. Enjoy the scenic bay views and wake-up every morning to amazing sunrises! Walk to the pristine beach and explore fine dining and shops just outside the resort gates

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Stunning Beachfront Residence on Captiva

Get ready for the vacation of your life- This stunning Beach Villa featuring direct beach views, plush master quarters with king bed, a spacious and well appointed living area with pullout sofa for extra guests and flatscreen TV, and a robust kitchen featuring a fully equipped inventory. Enjoy the beach with the included Tommy Bahama beach gear and catch the world famous Captiva sunsets from the comfort of your spacious lanai while sipping on your favorite drink!

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.

Charming Cottage Steps from the Beach!

🏡 Life’s A Beach – Charming Cottage Steps from the Beach! 🏖️ 🌟 NEWLY DECORATED & REFRESHED – Experience Captiva’s Fun in the Sun! 🌟 Welcome to Life’s A Beach, a beautifully updated beach cottage on quiet, sandy Wightman Lane! This prime Captiva Village location offers a 5-minute walk to the beach and easy access to shops, restaurants, and activities. Enjoy the lush tropical landscaping, private backyard, and wraparound deck for a true island escape.

South Seas Captiva Getaway

Sun drenched two bedroom unit. Located on the top floor with amazing views of the beach. One bedroom has a king bed and the other room with 2 single beds. Full kitchen and 2 bathrooms. Unit has everything that you and your family need. There is a pool with barbecue area and washer/dryer. The beach is beautiful with white sand and plenty of seashells to collect on your walks.