Captiva Island Vacation Rentals

Private beach front home 2 bedroom, 2 bathrooms with private heated pool. Spectacular gulf views and lovely grounds. Screened porch overlooking the gulf with gorgeous sunset views.
Spacious great room with dining area and complete kitchen with granite counter tops. French doors off the master bedroom to open deck. Amenities include TV/ /VCR/ DVD and wireless internet.


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2 Bedroom Vacation Home in Captiva Island
Sleeps 5
Pet Friendly

We know you will love our Captiva Island Hide-A-Way. The views of the bay are fantastic, especially at sunrise. Enjoy morning coffee on the lanai viewing dolphins and other sealife.
Our beautiful condo has been completely renovated and completed in June 2025. The results are beyond our expectations. The well stocked kitchen has quartz countertops and high end appliances. All the furniture is new. The dry bar has been a nice addition.
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Our large heated pool sits right beside the.......

2 Bedroom Condo in Captiva Island
Sleeps 4

Welcome to Gearing Down!

Enjoy our Captiva Island vacation home in luxury. After sustaining damage in Hurricane Ian, we took the last two years to completely rebuild our island home, adding even more amenities.

Boasting an expansive floor plan with 4 bedrooms and 5.5 bathrooms that sleeps 14, Gearing Down is a desirable bayside home. Witness breathtaking sunrises from the covered lanai overlooking the private dock. Enjoy the peaceful serenity swept in by the cool gulf breeze in.......

4 Bedroom Vacation Home in Captiva Island
Sleeps 14

Location: inside the resort at the tip of captiva the Building is beach villas 2600 inside ss resort The first floor has the laundry, the second floor starts with the rooms and this unit is located on the third floor second occupied and floor two of elevator. This complex is very close to the entry of the South Seas Resort. So it is convenient for the restaurants and activities outside the resort.



Amenities: There is a beach directly in the front of the unit which is ac.......

1 Bedroom Condo in Captiva Island
Sleeps 4

Captiva Escapade • Captiva Island Vacation Rental

Only 50 yards from the beach, Captiva Escapade has one of the largest heated pools on the island that gets sun nearly all day and is fully renovated for a modern look and feel. Large windows let in lots of daylight, giving the house a bright, cheerful essence. Outside, you'll enjoy the expansive lanai, which continues under the shelter of the house for a cool retreat from the heat at midday. There's also a spacious sundeck off the dining.......

4 Bedroom Vacation Home in Captiva Island
Sleeps 8
Pet Friendly

Aviva Captiva • Captiva Island Vacation Rental

Just 750 feet from the beautiful beaches of Captiva Island, Avivia Captiva is a lovely elevated home with views of both the Gulf of Mexico and Pine Island Sound. Entertaining is easy, with plenty of room for all of your friends and family around the large heated pool and the second-floor lanai. And there's even more room to entertain on the rooftop deck, where you'll find those amazing water views. Inside, there's ample seating as well, aro.......

5 Bedroom Vacation Home in Captiva Island
Sleeps 12

Sunset Captiva 47 • Captiva Island Vacation Rental

* Sanibel and Captiva Island are on a vibrant path to recovery. Click here for a list of beaches and businesses open for business. Every sound of construction you might hear is a harmonious note in our symphony of revitalization and recovery. Come witness the rejuvenation and embrace the enduring charm of Sanibel and Captiva Island!

Just a short walk from the Gulf of Mexico, Sunset Captiva 47 is the perfect island home away from .......

3 Bedroom Vacation Home in Captiva Island
Sleeps 8

Lazy Palm is back and beautiful. We all went through a lot after hurricane Ian , then there was Helene and Milton, but Lazy Palm is back better than ever. You will definately be in a totally, like new home. I was in Lazy Palm 3 days after the hurricane, traveling back and forth by boat just to start doing everything I could to keep the property safe. It was quite an experience.
Lazy Palm has been brought back to its original beauty, with some things even better, and the home still offers.......

4 Bedroom Vacation Home in captiva island
Sleeps 10

New kitchen. Open floor plan. All new porch furniture.

Unpack and start your vacation. Our home is located in the village of Captiva within walking distance of shops, restaurants, beach, bay, pool, and tennis courts.

The house is a 2 bedroom, loft and can accommodate up to 6 people. We also have a separate office.

We pride ourselves on the condition of our home. We have our own private cleaner.

If you take a moment to read our reviews they will speak to the.......

2 Bedroom Vacation Home in Captiva Island
Sleeps 6

You are just 300 steps from the beach and the Gulf of Mexico in this light, spacious, comfortable island vacation rental home. The Captiva Vacation Home is nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. At times the private beach will seem deserted to you and you will feel as if you own it. Using this Captiva Island vacation rental as your base, simply enjoy relaxing on the beach, collecting some of the shells for which Captiva .......

3 Bedroom Vacation Home in Captiva Island
Sleeps 6
Pet Friendly

Charming light-filled island cottage surrounded by indigenous tropical plants on over one acre of natural vegetation embedded in Captiva Islands secluded and exclusive Gold Coast. Steps away from Captiva's famous (and uncrowded) Gulf Coast beach via deeded beach access. A quiet, private and secluded area to enjoy all the famous and natural amenities of Captiva Island. Simply enjoy collecting some of the shells for which Captiva is famous while walking on the white sand, swim in the Gulf of Mexic.......

3 Bedroom Cottage in Captiva Island
Sleeps 6
Pet Friendly

Beautiful, tropical, two level home with five bedrooms and four baths. Free WiFi. Just added to the deck which is now a tremendous 12 x 42. New Living Room and new Deck furniture. An OUTDOOR TV on the Living Room deck. All under the protection of the screened pool cage for your comfort. Rooftop sunning deck. Brand new Fridge with filtered water and ice maker. New dishwasher. We have more bedrooms with their own bathrooms than all other properties in our price range. Of our 5 bedrooms, t.......

5 Bedroom Vacation Home in Captiva Island
Sleeps 10
Pet Friendly

Soak up stunning Gulf sunsets from Lands End 1625, featuring panoramic views of North Captiva and Redfish Pass​​​​​​. This upscale condo boasts three outdoor spaces – a screened lanai and two sun-drenched decks – plus a fully equipped kitchen, a comfortable living area with a sectional sleeper, and two bedrooms (the master opens to a Gulf-view deck!).

Your Lands End 1625 vacation home sits in the exclusive Lands End neighborhood near the resort on Captiva's northern tip. E.......

2 Bedroom Condo in Captiva Island
Sleeps 6

Wake up to panoramic Gulf views and step directly onto the beach from this direct beachfront 1-bedroom, 1-bathroom condo on Captiva Island. Perfect for couples, this Gulf-front vacation rental delivers the ultimate romantic getaway, peaceful retreat, and sunset paradise all in one.

Ask Us About The Golf Cart When Booking!

Why guests love this condo:
* Direct beach access – just steps to the sand
* Direct Gulf views & stunning sunsets
* Heated pool & tennis courts on-site.......

1 Bedroom Condo in Captiva Island
Sleeps 4

TInto the Mystic • Captiva Island Vacation Rental

Into the Mystic is a newly remodeled four-bedroom and four-and-a-half-bathroom home with a private pool, garden, and stunning bay views from the master bedroom's private balcony. Walking up to the home, you are greeted by the spectacular pool and extended lanai area with a half bath and outdoor shower. Going upstairs, you will find the spacious main level with the dining room, living room, and state-of-the-art kitchen with white shaker-s.......

4 Bedroom Vacation Home in Captiva Island
Sleeps 10

Relax at 1666 Lands End Village, a 3-bedroom, 3-bath with 3 balconies Captiva condo with beautiful golf course & gulf water views and a quick walk to Sunset Beach. 2 primary king bedrooms, one of which is located on the second floor of the condo. Guests have access to the association’s heated pool, large hot tub, BBQ grills, and pickleball/tennis courts. 5-night minimum stay required.

Caihlin is available as often as needed but also provides guests with plenty of space to enjoy a relaxi.......

3 Bedroom Condo in Captiva Island
Sleeps 8

Soulshine • Captiva Island Vacation Rental

Let your soul breathe at Soulshine—a hidden gem tucked in the heart of Captiva Village, where island time slows down and barefoot luxury begins. Surrounded by tropical palms and vibrant greenery, this charming coastal retreat features a private heated pool and a relaxing outdoor bar area, perfect for sipping cocktails after a sun-soaked day at the beach.

Step inside to find bright, coastal-inspired interiors, space for up to six guests.......

3 Bedroom Vacation Home in Captiva Island
Sleeps 6

IIsle-B-Back • Captiva Island Vacation Rental

Located in the Village of Captiva, Isle-B-Back is a four-bedroom, three-bathroom vacation rental home with a private pool surrounded by lush vegetation and offers outdoor seating. Walking up to the home, you are greeted by a nice screened-in porch with a table and chairs. Walking into the home, you have your living area offering casual furnishings and TV. Off the living room is the dining area with seating for 8. The large, fully equipped ki.......

4 Bedroom Vacation Home in Captiva Island
Sleeps 8

Beach Villa 2237 • Captiva Island Vacation Rental

Wake up to gorgeous Gulf views at Beach Villa 2237. This top-floor beachfront condo was recently remodeled and is professionally decorated. Soak up the sun, swim in the crystal-clear waters, or explore the resort's many amenities. After a long day, retreat to your villa and enjoy a home-cooked meal or watch the sunset over the Gulf.

Enjoy beach access, three community pools, and BBQ grills at this Captiva Island vacation rental, .......

2 Bedroom Condo in Captiva Island
Sleeps 6

Caspian • Captiva Island Vacation Rental

Only 300 yards from the beach, Caspian is a bright, airy home perfect for a taste of the island life. This elevated two-story home has an expansive screened lanai with a heated pool and an open sun deck on the top floor.

Located in the heart of Captiva Village, this Captiva Island vacation rental puts you in a prime location within walking distance of the eclectic shops and dining the island is famous for. Come relax and unwind at beautif.......

4 Bedroom Vacation Home in Captiva Island
Sleeps 9

Otter Banks Main and Guest • Captiva Island Vacation Rental
The best of everything on Captiva... bayfront! At Otter Banks Main and Guest, you're only 738' from the house gate to the beach path and have your private dock! This waterfront estate offers main and private guest houses, separated by a beautiful heated pool.

Enjoy the tranquility of Pine Island Sound from your large screened lanai or the adjacent sun deck at the main house, a waterfront six-bedroom home that offers upscale .......

8 Bedroom Vacation Home in Captiva Island
Sleeps 16
Pet Friendly

aptiva Paradise • Captiva Island Vacation Rental

Captiva Paradise is a treasured jewel, offering unparalleled privacy to enjoy your pristine Gulf-front home surrounded by nature. Cherished memories start here. It has been the perfect setting for families and friends to enjoy casual resort-style beachfront living and is ideally situated less than 1/4 mile from Blind Pass. Surrounded by carefully curated native landscaping that is rapidly thriving after Ian, the home provides a welcoming .......

5 Bedroom Vacation Home in Captiva Island
Sleeps 12

Captiva Memories • Captiva Island Vacation Rental

With a private heated pool surrounded by tropical landscaping and only eight houses from the beach, Captiva Memories is the perfect home for families! Enjoy the outdoors with multiple sun decks with partial Gulf views and a screened lanai overlooking the pool. And a small kitchen/wet bar off the pool area adds to your outdoor enjoyment.

This Captiva Island vacation rental is located on the prestigious Andy Rosse Lane in the heart .......

5 Bedroom Vacation Home in Captiva Island
Sleeps 12
Pet Friendly

Sunset Captiva 31 • Captiva Island Vacation Rental

Welcome to Sunset Captiva 31, a beautifully designed two-story home with a loft. This charming retreat features a large screened lanai with a porch swing, a sun deck off the master bedroom, and a carpet-free living and dining area with a decorative fireplace. The fully equipped kitchen with counter seating is ideal for preparing island-inspired meals. Nestled in a tranquil setting with a courtyard view, this home is conveniently located.......

3 Bedroom Condo in Captiva Island
Sleeps 6

Beach Villa 2332 • Captiva Island Vacation Rental

Enjoy stunning expansive Gulf views from your screened lanai at Beach Villa 2332, a privately-owned condo within the gates of resort! You will enjoy views of the beach and all the wildlife Captiva offers. The master bedroom is on the upper level, and the main living area provides a second bedroom, a living room, and a fully-equipped kitchen.

This Captiva Island vacation rental is located in the Beach Villas neighborhood of the bea.......

2 Bedroom Condo in Captiva Island
Sleeps 6

Beach Villa 2511 • Captiva Island Vacation Rental

Beach Villa 2511 is a beautiful condo with breathtaking Gulf views and is just steps away from the white sandy beaches. There's a fully equipped kitchen with stainless appliances, Shaker cabinetry, and a comfortable living room with Gulf views. With two bedrooms and two bathrooms, it's perfect for a family vacation or a romantic getaway.

This Captiva Island vacation rental is located in the Beach Villas neighborhood of the beautif.......

2 Bedroom Condo in Captiva Island
Sleeps 6

Jensen's Cottage #1 • Captiva Island Vacation Rental
We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in the h.......

1 Bedroom Cottage in Captiva Island
Sleeps 2

Jensen's Cottage #2 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

1 Bedroom Cottage in Captiva Island
Sleeps 2

Jensen's Cottage #11 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in .......

1 Bedroom Cottage in Captiva Island
Sleeps 2

ensen's Cottage #9 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in th.......

2 Bedroom Cottage in Captiva Island
Sleeps 4

ensen's Cottage #10 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

2 Bedroom Cottage in Captiva Island
Sleeps 4

Jensen's Cottage #5 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

2 Bedroom Cottage in Captiva Island
Sleeps 4
Pet Friendly

Jensen's Cottage #7 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

1 Bedroom Cottage in Captiva Island
Sleeps 2
Pet Friendly

Jensen's Cottage #8 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

1 Bedroom Cottage in Captiva Island
Sleeps 2

Jensen's Cottage #4 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in t.......

2 Bedroom Cottage in Captiva Island
Sleeps 4

ensen's Cottage #6 • Captiva Island Vacation Rental

We are excited to welcome you back to Jensen's Marina & Cottages. As we are putting the final touches on our renovation, there may be some maintenance work that may have a minimal impact on the quality of stays through March 2025. If you have any questions about the marina or cottages, please don't hesitate to ask. We can't wait for you to see the new Jensen's Marina & Cottages.

Are you looking for a quaint fishing village in th.......

1 Bedroom Cottage in Captiva Island
Sleeps 2
Pet Friendly