Vacation rentals in Captiva

An aerial view showcases the lush, green landscape of North Captiva, featuring a community pool surrounded by palm trees. A scenic lake reflects the sky, while tennis courts are visible nearby. Charming stilt homes add to the inviting atmosphere of the area.

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

4.89 out of 5 average rating, 18 reviews

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.

Condo in Captiva

Superb Beachfront Residence at South Seas Resort

Located in the most sought after resort on Captiva, this superb one bedroom one bath residence with gulf facing exposure aims to please even the most discerning of guests. This renovated Beach Villas residence in South Seas Resort features direct beach views, plush master quarters with king bed, a spacious and well appointed living area with pullout sofa for extra guests and a flatscreen TV for those lazy days in, and a robust kitchen featuring a fully equipped inventory. Enjoy the beach with th

The spacious kitchen features a long marble countertop with bar seating for four. A large dining table is positioned nearby. Expansive glass doors allow natural light and provide a view of the outdoor deck and surrounding landscape.

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, 123 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!

An outdoor shower is positioned beside a black wooden structure with large glass doors. A wicker basket sits nearby on a spacious patio, surrounded by a tropical landscape. The gray tile flooring complements the modern design, enhancing the inviting outdoor area.

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

An aerial view captures the serene coastline of North Captiva Island, showcasing stretches of white sandy beaches bordered by lush greenery. The turquoise waters gently lap against the shore, while homes dot the landscape, illustrating the island's remote and natural beauty.

4.74 out of 5 average rating, 31 reviews

Endless Summer - The Perfect House - Boat Slip Available

Enjoy the Endless Summer for your next vacation getaway. Endless Summer is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Endless Summer. This gem is tucked away in tropical gardens and conveniently located minutes from the beach and just seconds away from the resort facilities. Bring your own boat and use our boat slip at the marina.

A spacious living area showcases a large sectional sofa, complemented by a round coffee table and an area rug. Numerous windows create an airy feel, allowing natural light to brighten the room. A plant adds a touch of greenery, while the light wood ceiling enhances the charm.

4.84 out of 5 average rating, 31 reviews

Fredrickson's Corner

Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

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.

5 out of 5 average rating, 4 reviews

Apartment in Captiva

New Luxe Beachfrnt, Specatular Ocean Views + Club!

***ALL NEW, FULLY REMODELED, HIGH END, BEACH FRONT & GULF FRONT - LUXURY TOWNHOUSE - WITH THE ISLAND CLUB AT NORTH CAPTIVA AMENITIES! ***ABSOLUTE PRIME LOCATION SLEEP UP TO 4 ADULTS! PLEASE INQUIRE IF ADDITIONAL GUEST REQUESTS AND UP TO 2 DOGS AS APPROVED Please submit requests with these indicated at the booking request. LOCATED ON THE WHITE SUGAR SAND BUTTERFLY BEACH!

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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 stars3 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 stars1 month 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!

4.93 out of 5 average rating, 15 reviews

The residence is surrounded by lush landscaping, featuring palms and shrubs. A scenic view of a waterway and the Dunes golf course is visible in the background. The property is situated at the end of a curved road, enhancing the tranquil island setting.

Home in Sanibel

Amazing Getaway with Private Pool

UldaRating, 5 stars11 months ago

Upon arrival in Sanibel, we found the property immaculately clean and beautifully decorated, creating a cozy. Our stay at Ricardo’s place was absolutely fantastic from start to finish. Everything exceeded our expectations. Communication with Ricardo was smooth and prompt, making the booking process hassle-free. The amenities provided were top-notch, ensuring that we had everything we needed for a comfortable stay. The location was perfect. We enjoyed exploring the area and discovered plenty of great dining options nearby. Overall, our experience was nothing short of amazing. We highly recommend Ricardo and his property. Thank you for such a memorable stay we will definitely be back.

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 stars3 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.

Two green Adirondack chairs are positioned on a wooden deck overlooking the ocean. A small table sits between the chairs, and a hammock is strung nearby. Calm waters and a sandy beach are visible in the distance, enhancing the relaxing coastal ambiance.

5 out of 5 average rating, 15 reviews

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

MattRating, 5 stars3 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!

The tranquil shoreline is depicted with gentle waves lapping at the sand, creating a foamy border. A solitary white heron stands on the wet sand, while the vast calm sea stretches to the horizon, under a clear blue sky and soft morning light.

Condo in Sanibel

5 out of 5 average rating, 5 reviews

Spectacular Sanibel condo near beach with pool

RobertRating, 5 stars3 days ago

We would definitely consider staying here again and tell friends and family about it if they’re ever in Sanibel. It was so helpful to have items available for the beach, as well. The Airbnb was very well put together and welcoming. The only inconvenience was having water shutoff during our stay but we realize it was necessary. it was necessary for the complex. Having Bowman’s beach near by was great!

An aerial view of a beach house amidst lush tropical vegetation and sandy areas. The ocean is visible in the background, blending with the clear blue sky. Nearby, other colorful homes can be seen along the shoreline, emphasizing the tranquility of the island setting.

5 out of 5 average rating, 13 reviews

2/2 SandDollars, CLUB, Boat Slip

Haydee IsabelRating, 5 stars1 week ago

The host is fantastic, very responsive and very helpful. The place was very nice, clean and equipped with everything we needed, including beach chairs and floaties. It was walking distance to the beach. We will definitely be going back.