Vacation rentals in Captiva

5 out of 5 average rating, 54 reviews

My Sea Shack~ 1 minute to beach, SH Club, G-Cart

Let "My Sea Shack" be your home away from home while you recharge your mind, body and soul on our island oasis, North Captiva! We are an unspoiled, low-key tropical paradise off the coast of Southwest Florida. This means that our beaches are uncrowded, and tourists and traffic are just a mainland memory! Leave your car and your cares at the marina because this island is only accessible by water taxi, boat or private aircraft. Each day, after exploring our paradise (by provided golf cart), let this spacious property welcome you back. Our new stilt home was built in 2018 and is ready to meet all your vacation needs! It features 2 bedrooms and a pull-out couch which will comfortably sleep 6. The master’s over-sized king bed will provide a nightly hug and a warm place to dream. Not tired quite yet...put on some tv and fall asleep while watching your favorite show on the flat screen. The 2nd bedroom can accommodate 3 people eaily with a comfy queen bed and twin. This room also has a flat screen making it a little easier for guests or little ones to doze off. In the morning, start your day off with your cup of coffee or tea on our sprawling deck. Relax and unwind in this comfortable home away from home! Spend your days on our beaches or stay as busy as you’d like with four on-island restaurants, two bars, kayak rentals, fishing charters, private chefs, cabana rentals, craft making opportunities, bicycle rentals, sunset cruises and our favorite - island hopping charters! My Sea Shack also comes with resort like amenities…take a dip in the community pool, play a game of tennis, enjoy priority seating at Safety Harbor’s restaurant -> On The Water or bring your private boat and have access to a boat slip (small daily fee applies). What makes this property TRULY SPECIAL though is the fact that it is only a 2-minute walk to Safety Harbor’s private beach entrance. This beach is so secluded, you will feel like you are on your own private beach. Choose your itinerary, let us take care of the rest~ your next adventure on North Captiva awaits. HOW TO GET TO THE ISLAND AND HOUSE Island Girl Charters has a ferry that runs from Pine Island to North Captiva. At the marina, you can leave your vehicle there. The boat crew will load up your luggage and groceries onto the ferry and you will be on your way..the actual ride is only about 20 minutes long. Many times you will see dolphins trailing behind as you make your way to the island. Upon arriving at the Safety Harbor drop off, our conceirge service will pick you up and load your belongings onto a trailer. If this is the first time, they will be happy to give you a quick tour before taking you to the house. The conceirge service will also take you back to Safety Harbor upon departure. INCLUDED~ Water osmosis system Wifi Netflix, disney +, hulu, amazon prime DVD player Blue-ray player 6 beach chairs Umbrella Beach towels Beach games Sand toys Pickle ball set Grill Propane tank Pack & play Highchair All spices Courant pizza maker (for frozen pizzas) Mixer Can opener Toaster Coffee maker Blender All kitchen cutlery Blowdryer T-fal cookware Vacuum Cleaning supplies Laundry det pods Hand soap Dish soap Toilet paper Paper towels 1 bottle of wine

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 serene beach scene presents soft, white sand bordered by patches of greenery. The calm turquoise waters extend to the horizon, meeting a sky filled with fluffy white clouds. The natural landscape invites a sense of tranquility and connection to the coastal environment.

4.95 out of 5 average rating, 112 reviews

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

4.83 out of 5 average rating, 36 reviews

A wide, sandy beach stretches along the shoreline, bordered by gentle waves and coastal vegetation. Palm trees line the walkway, and a few people are seen strolling on the shore. The horizon features soft clouds illuminated by the fading sunlight.

Apartment in Captiva

5136 Bayside Villas, Captiva

Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

A sandy pathway leads to the beach, flanked by lush greenery on both sides. Tall palms and dense shrubs create a natural corridor, with a wooden gate positioned on the left. Soft sunlight filters through the foliage, hinting at the ocean in the distance.

4.95 out of 5 average rating, 121 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming 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 (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories!!

4.95 out of 5 average rating, 37 reviews

Beachfront Island Retreat | 360 Views & Privacy!

Stella Maris on North Captiva Island: a luxurious beachfront retreat with unparalleled privacy. This spacious 3-bedroom home with den and separate dining room offers unobstructed Gulf views from every level. Just steps to private beach access. Multi-level design culminates in a rooftop deck with breathtaking 360-degree views—perfect for sunrise and sunset. Features cathedral ceilings, gourmet kitchen, built-in hot tub, and includes a 6-seater golf cart for island exploration. Contact us!

5 out of 5 average rating, 46 reviews

Private Island Luxury * Pool * Dock * Club Access

🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🛥️ Shared boat dock - ask about availability. 🏊 Private pool 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, bikes, games ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities 💻 Starlink internet 🐶 Pet-friendly 🌴 Breathtaking views; luxury treehouse experience ⭐ Dedicated guest concierge to help you plan your perfect vacation

4.85 out of 5 average rating, 89 reviews

An aerial view captures two cottage-style buildings nestled among lush greenery, with palm trees providing shade. The nearby ocean glimmers in the distance, illustrating the natural beauty of the surrounding area. A glimpse of a sandy beach is visible beyond the trees.

Cottage in Captiva

Cottage Secluded in Palms 1 minute walk to Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

The exterior of the cottage is illuminated at night, showcasing its elevated structure supported by stilts. The wraparound porch features wooden railing and is accessible by a staircase. Surrounding vegetation is visible, adding to the serene atmosphere of the space.

5 out of 5 average rating, 7 reviews

Calliope Cottage

Take a break and unwind at this peaceful oasis Nestled at the end of a tranquil lane lies Calliope Cottage, a snug and well-appointed bungalow offering optimal seclusion in a meticulously crafted 2-bedroom residence. Ideal for those yearning for privacy, this retreat is just a brief stroll from the unspoiled beach. Experience the island's enduring charm while relishing the convenience of the North Captiva Island Club, granting entry to two pools, a hot tub, kayaks, and bicycles.

4.97 out of 5 average rating, 58 reviews

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.

4.98 out of 5 average rating, 48 reviews

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.

An open living area features a modern kitchen with stainless steel appliances and a dining table that seats four. A cozy seating area is visible, with a dark sofa and lamps creating a relaxed space. Large glass doors lead to a balcony with outdoor seating.

4.74 out of 5 average rating, 42 reviews

Chic Marina View Residence at South Seas with Bike

Gorgeous Harbor front unit in the Bayside Villas complex of South Seas Resort featuring panoramic marina and bay views, plush master quarters, well appointed living area, and a comprehensive kitchen. Fully renovated in 2024, you will be among the first to experience all of the beautiful updates that make this unit a comfortable, updated vacation destination! 2 adult bikes available for guests to use during their stay.

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Popular amenities for Captiva vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Captiva

A serene beach scene features soft white sand leading to calm waters under a bright sky. Gentle waves lap at the shore, and distant figures can be seen strolling along the water's edge. The horizon blends light colors, creating a tranquil atmosphere.

Townhouse in Captiva

4.63 out of 5 average rating, 99 reviews

south seas king bed sleeper NOW open renovated

TerriRating, 5 stars2 weeks ago

Wonderful condo! Right on the beach and next to the pool area. Great sunsets! The unit was very clean and had everything we needed. Loved the screened in balcony. Kim as very easy to communicate with.

A sandy pathway bordered by wooden posts and a rope leads through the natural vegetation towards the beach. Lush greenery is visible on either side, creating a serene and inviting access to the private beach area.

5 out of 5 average rating, 5 reviews

Beautiful Florida stilt house steps to the beach

CarrieRating, 5 stars3 weeks ago

We had an amazing stay at this Captiva getaway! The house was beautiful, clean, and had everything we needed for a relaxing vacation. The location couldn’t have been better...just a short walk to the beach and close to shops and restaurants, yet peaceful and quiet. It was the perfect spot to unwind and enjoy all that Captiva has to offer. We’d absolutely stay here again!

4.81 out of 5 average rating, 32 reviews

An aerial view captures the beachfront condo adjacent to the Gulf of Mexico, surrounded by pristine sandy shores. Nearby structures and lush greenery are visible, while beachgoers enjoy the tranquil waters and sun. The property is positioned in a serene environment, promoting relaxation.

Home in Sanibel

Premier Beachfront Residence at Villa Sanibel

LisaRating, 5 stars35 months ago

This condo was in a great location. Right on the beach and close to the pool. Close to Bailey’s and restaurants. Very clean and nicely decorated. Great communication with the owner while making reservations, during our stay and after checking out. I will definitely be back.

An aerial view captures a cluster of buildings surrounded by lush greenery and palm trees, with a heated pool in the foreground. The sandy beach stretches along the coast, leading to a sparkling blue ocean. Umbrellas and beach chairs can be seen along the shore.

4.9 out of 5 average rating, 41 reviews

Beach front, South Seas Beach Villa 2001

TessRating, 5 stars3 days ago

Ryan and Nicole's condo was the perfect location for our girls' getaway weekend. A few steps away from the water and a short golf cart ride to great restaurants and shops. The beds were comfortable, the condo was clean and was decorated in a fun and relaxing way. I would highly recommend. We hope to come back and rent again as this condo helped make our girls' weekend perfect.

4.54 out of 5 average rating, 99 reviews

An aerial view captures the landscape of Captiva, highlighting the serene ocean waves meeting the shore. Various homes are visible along the coastline, with lush green areas and remnants of palm trees. The peaceful waterway flows nearby, reflecting the clear blue sky.

Bungalow in Captiva

The Bungalow - Captiva Beach Cottage on Turner Bea

MaryRating, 5 stars2 weeks ago

This place is a great location! Turner Beach is loaded with shells especially if you walk a short ways to the left at a rock wall. Walking to the beach was very easy. There are chairs, shell scoopers, umbrella, etc. Very roomy, comfy and quiet. I would rent here again.

An open-concept living area is highlighted by a large dining table and a breakfast bar with stylish seating. Sunlight fills the space through a wall of windows, revealing captivating views of the ocean. A comfortable seating area with ocean tones invites relaxation.

5 out of 5 average rating, 15 reviews

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

MattRating, 5 stars2 months ago

North Captiva will not disappoint! Windows on the water is out of this world. Great family vacation with plenty to do. All the logistics were easy to navigate. We will be back! The island club with mango’s is a great addition. Need to add a golf cart to the property though. This will meet your expectations!

A screened lanai is displayed with a round dining table surrounded by four beige chairs. Lush greenery and palm trees are visible beyond the railing, contrasting with the serene blue sky. The area is well-lit, creating a welcoming space for relaxation or dining.

5 out of 5 average rating, 17 reviews

Superb Beachfront Residence at South Seas Resort

AmandaRating, 5 stars1 month ago

Palmer's place was just as described, clean, and matched the photos exactly. Quaint little condo that was steps from the beach and pool. While the town is still recovering from the storm we were walking distance to amazing restaurants and shops. We had a comfortable and easy stay.

An aerial view showcases the beachfront location of Unit 2117, nestled among palm trees and surrounded by open space. The tranquil Gulf waters are visible in the background, with sunbathers and umbrellas dotting the sandy beach. Nearby structures include other condos and recreational areas.