Holiday rentals in Captiva

5 out of 5 average rating, 86 reviews

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

Apartment in Sanibel

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

5 out of 5 average rating, 47 reviews

A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.

Apartment in Sanibel

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

A collage of views showcases a sunset over the water, the interior of a cozy bedroom with a spacious bed, a pool area with lounge chairs, and a living space featuring large windows that reveal lush palm trees and a serene landscape.

4.95 out of 5 average rating, 93 reviews

Ocean View+Pickleball & Pool+5 Min Walk to Beach!

❤We have OVER EIGHTY 5★ Reviews......Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, recommendations, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

A bird's-eye view captures a modern two-story home with a metal roof surrounded by lush tropical landscaping. A large heated swimming pool is seen in the foreground, with lounge chairs positioned nearby, emphasizing outdoor relaxation in a serene setting.

5 out of 5 average rating, 11 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

4.95 out of 5 average rating, 44 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

The main living area features a light blue sectional sofa adorned with decorative pillows, accompanied by a natural wood coffee table. A large wall art piece of a flamingo adds a playful touch. A spiral staircase and a fully equipped kitchen are visible in the background.

5 out of 5 average rating, 38 reviews

1 house to shore-Golf Cart Pickleball, Dock Access

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🛥️Shared boat dock - ask about availability 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏠 Professionally designed & extremely comfortable 😊24/7 local host support!

Superhost

The exterior of the residence showcases a two-story structure, adorned with a welcoming porch and surrounded by tropical landscaping. Palm trees and colorful plants enhance the natural beauty of the entrance, with a stone pathway leading toward the front door.

4.9 out of 5 average rating, 10 reviews

Sea U Soon - Luxury Villa with Heated Pool

Welcome to Sea U Soon- An exceptional residence that exudes quintessential Captiva charm with a decidedly modern flare, featuring handcrafted interior design, a lush outdoor landscape with built in kitchen and heated pool, and a true chef's kitchen with custom banquet. Location, location - with soaring gulf and bay views from the rooftop sundeck, and just steps to white sand beaches, shopping and dining, guests will find themselves perfectly positioned to enjoy all that Captiva has to offer.

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 136 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

4.9 out of 5 average rating, 121 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home

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.

Superhost

A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.

Apartment in Captiva

4.88 out of 5 average rating, 26 reviews

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

4.97 out of 5 average rating, 65 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

5 out of 5 average rating, 5 reviews

Home in Sanibel

Palm House with heated pool.

Enjoy a stylish living in a fully renovated and professionally decorated house with lake in the back yard and beach across the street. Air conditioned all season porch is perfect to enjoy family time on the heated/cooling pool , overlooking the beach. Modern designer furniture . Kitchen and appliances are brand new. EV charger in the garage. House is centrally-located off of the West Gulf Dr, a very quiet and tropical street on the island. Enjoy and relax!

Popular amenities for Captiva holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Captiva

An aerial view captures the scenic coastline and sandy beach. A vibrant community is nestled along the shore, featuring lush greenery. Clear blue waters meet the horizon, while a tennis court and pool are visible within the community, enhancing the outdoor experience.

4.95 out of 5 average rating, 21 reviews

Sunset Captiva 10 - Private home just steps to the

A scenic view features a palm tree leaning over a sandy beach. Lush grass and spiky plants border the foreground, while calm turquoise waters stretch into the distance under a clear blue sky. The image captures the essence of coastal tranquility.

4.89 out of 5 average rating, 9 reviews

Beautiful Florida stilt house steps to the beach

Apartment in Captiva

4.76 out of 5 average rating, 21 reviews

Captiva Hideaway on Old Lodge Lane

5 out of 5 average rating, 16 reviews

A studio living space is displayed, featuring a kitchenette with modern appliances, including a full-sized refrigerator. A small dining table with blue placemats complements the area. Twin bunk beds are positioned against the wall, with cozy bedding visible. Natural light filters in through the windows.

Guest suite in Sanibel

Sanibel on the Canal

5 out of 5 average rating, 14 reviews

A two-story vacation home is featured, with a light blue exterior and white columns. Balconies are visible on both floors, and ceiling fans are positioned on the upper level. The area surrounding the house is clear, showcasing a blend of natural vegetation and open space.

Home in Sanibel

Shell Shack - New Luxurious Home

An aerial view of a private, lagoon-style saltwater pool is illuminated in vibrant purple. Surrounding the pool, a spacious patio features several lounge chairs and an outdoor dining area, all enclosed by a white fence and surrounded by lush palm trees.

5 out of 5 average rating, 26 reviews

LUXURY BEACH HOME STEPS 2 OCEAN- PRIVATE POOL

A spacious living area features two comfortable sofas and a wooden coffee table, surrounded by large windows allowing natural light. Light colored walls enhance the open feeling, while ceiling fans gently circulate air. A staircase in the background leads to the upper level.

4.52 out of 5 average rating, 23 reviews

Waterfront Pink House with Private Dock & Pool!

A spacious kitchen area features a large island with seating for six. The room showcases modern appliances, a stylish backsplash with circular patterns, and an open ceiling enhanced by natural wood beams. Light colors create a bright and inviting environment.