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Naples Vacation Rentals, Homes & Condos

Captiva Island Vacation Rentals & Cottages

Book Your Captiva Island Vacation Rental Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Captiva Island, Florida.

We have partnered with a major provider for Vacation Rentals by Owner, directly through Naples Vacation Rental Homes. There are many home rentals to choose from, and we now have the selection and value to offer when you Visit Florida.


Captiva Island House

Captiva Escapade - Captiva Island House

Beautifully Updated, 4 Bedroom Pool Home, 50 Yards to the Beach!! Captiva Escapade. Captiva Escapade is located on Captiva Island and is only 50 yards from the beach. It features a private, heated pool one of the largest on the island and gets sun nearly all day, free wi-fi, BBQ Grill, two theater systems (one on the upper level and one on the lower).The screened patio continues under the shelter of the house for a cool retreat fr....

4 Bedrooms 3 Baths - Sleeps 8
Captiva Island, FL

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Captiva Island House

South Seas Beach House 30 - Captiva Island House

Stunning Gulf Front Private Home on Captiva - South Seas Beach House 30. This stunning gulf-front, private home is waiting for you and your dream vacation plans! With four bedrooms and four and a half bathrooms, you and your family or friends will have plenty of space to enjoy this beautiful home. Beach Home 30 was just completely renovated to add an additional bedroom. The attention to the spectacular details of the ho....

4 Bedrooms 5 Baths - Sleeps 8
Captiva Island, FL

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Captiva Island House

Captiva Dreaming - Captiva Island House

650 Feet to The Beach! Captiva Dreaming. 650 feet to the beach! Captiva Dreaming is a luxury, Mediterranean-style home located in the "heart of the Captiva Village". This courtyard home's mature, tropical landscaping provide privacy while you maintain walking access to everything the village has to offer. This six bedroom/six bathroom, private home can accommodate up to 14 people and is ....

7 Bedrooms 6 Baths - Sleeps 14
Captiva Island, FL

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Captiva Island Condo

RL Bay Breeze - Captiva Island Condo

Two Bedroom Duplex, Located Only 7 Houses Away from The Gulf of Mexico! Bay Breeze. Only 7 houses from the Gulf of Mexico! Bay Breeze (along with the attached Beach Breeze) is located on Laika Lane in the heart of the Village of Captiva and surrounded by lush landscaping. You are just a short walk to dining, shopping and galleries. Bay Breeze is a duplex vacation rental with two bedrooms and two bathrooms along with a loft with a....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

All's Good - Captiva Island House

Private Home in The Captiva Village- All's Good. This well-appointed three bedroom, two bathrooms, private home is located in the Village of Captiva. Enjoy the day in the large heated pool in a lush tropical setting; one block to the beach and restaurants. The master bedroom features a king-sized bed, television, and master bathroom. The two guest rooms feature a queen-sized bed and two twin bed....

3 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Condo

South Seas Beach Villa 2237 - Captiva Island Condo

Beach Front, Two Bedroom Condo with Loft! South Seas Beach Villa 2237. Located within the gates of South Seas Island Resort, Beach Villa 2237 is a 2 bedroom /2 bathroom plus loft beach front vacation condo. The entire top floor condo was fully remodeled and professionally decorated in 2015. The main living area has a vaulted ceiling and an open living/dining/kitchen area. Enjoy your screened lanai with beach views and....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Condo

South Seas Lands End 1602 - Captiva Island Condo

Captiva Vacation Rental With Views Of The Gulf - South Seas Lands End 1602. Captiva Island Vacation Rental Land Ends 1602 is in the perfect location on the northern tip of Captiva Island directly along Red Fish Pass. The panoramic views are exceptional and this gorgeous, recently upgrade unit is special with sunrise views to the east and beautiful sunset views to the west! Enjoy the peaceful serenity of Red Fish pass & it....

3 Bedrooms 3 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Condo

South Seas Beach Villa 2332 - Captiva Island Condo

Two Bedroom Condo with Direct Gulf Front Views! South Seas Beach Villa 2332. Enjoy direct gulf front views from this two bedroom, two bathroom plus loft condo. The master bedroom is located on the upper level and offers a king bed and full bathroom. The main living area offers a second bedroom with two twins, a second full bathroom and sleeper sofa in living room. There is a fully equipped kitchen, screened in lanai with ....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

Wine Down - Captiva Island House

The ultimate Captiva vacation home! Enjoy breathtaking water views!!. The ultimate Captiva vacation home! Enjoy breathtaking water views as this home offers 200 ft. of bay-frontage overlooking the Blind Pass. This is one of Royal Shells largest homes sleeping 24 between the main house and the guest house. The main home has five large bedrooms and sleeps 16. The guest house, with two bedrooms, two bathrooms and a quee....

8 Bedrooms 6 Baths - Sleeps 24
Captiva Island, FL

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Captiva Island Cottage

Charming Captiva Cottage - Captiva Island Cottage

Charming Captiva Cottage with private pool, 300 steps from beach. Charming 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 ....

3 Bedrooms 3 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

Sunset Captiva # 18 - Captiva Island House

Captiva Beachfront Home in the Heart of the Village. Captiva Beachfront Home in the Heart of the Village. 18 Urchin Court is a Sunset Captiva home, close to the beach, with 450 feet of private beach on the Gulf and private docks on the bay side. Experience tropical island ambiance in our 2,000 sq. ft. home situated within a private gulf front community, which includes heated pool, tennis courts, an....

3 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

Captiva Vacation Home - Captiva Island House

Captiva Vacation Home: comfort, private pool, dock, 300 steps from the beach. 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 yo....

3 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

Chateau Blanc Beachfront Home - Captiva Island House

Chateau Blanc Beautiful Captiva Beachfront Home Pet friendly ,. Private beach front home 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 inte....

2 Bedrooms 2 Baths - Sleeps 5
Captiva Island, FL

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Captiva Island House

Avoca -Avoca - Captiva Island House

Updated Captiva Home With Beautiful Gulf Views - Avoca. Enjoy beautiful gulf view from this luxury five bedroom, five bathrooms elevated vacation rental home located across the street from the beach and the Gulf of Mexico. And the views get even better when you take the circular staircase up to the rooftop deck! This updated home is located one mile south of the Captiva Village. The main floor offers a....

7 Bedrooms 5 Baths - Sleeps 13
Captiva Island, FL

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Captiva Island Condo

South Seas Beach Villa 2538 - Captiva Island Condo

Enjoy Spectacular Beach Front Views on Captiva - South Seas Beach Villa 2538. Captiva Island Vacation Rental Condo Located on the top floor, you will enjoy spectacular beach front views from this privately-owned 3 bedroom/3 bath Beach Villa. The living room area is extended with a glassed in lanai and is a end unit providing expansive views and living area. This 2 story vacation condo also has a loft with daybed that over....

3 Bedrooms 3 Baths - Sleeps 8
Captiva Island, FL

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Captiva Island Apartment

South Seas 2BR - Captiva Island Apartment

White Sand Beach Getaway! 1 Elegant 2BR Marina Villa , Pools, Waterslides. NOTE: The safety and security of our Guests and Team Members has always been our priority. We are taking additional precautionary measures to ensure our facilities are maintained to the highest standards and to do our part in reducing the spread of coronavirus. The ultimate vacation spot! Enjoy access to the abundance of resort amenities in this p....

3 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Condo

South Seas Island Resort - Captiva Island Condo

Beautiful 2BR, 2BA Beachfront Villa. We are renting the villa for the first week in November ONLY. Week 44 Friday Oct 28th through Friday November 4th. Only $1,200 for the week. Bedroom, 2 Bath on the beach with pool. Tranquil - Quaint beaches, island shelling, golfing, bike riding, boutique shopping, unique stores and galleries, intimate dining and a vast amount of water activitie....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Condo

Beach Cottage 1419 - Captiva Island Condo

South Seas Resort Beach Cottage 1419~ Directly on The Beach! Fabulous!. This Beach Cottage is Located within South Seas Island Resort and is Privately Owned. This is a first floor rental unit in a building with 2 lower units and two upper units. South Seas Resort Amenities are Not Associated With This Rental. *Rentals are From Saturday to Saturday with a minimum rental of 7 days.* The Pi....

3 Bedrooms 2 Baths - Sleeps 5
Captiva Island, FL

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Captiva Island Cottage

Captiva Beach Cottage 1413 - Captiva Island Cottage

Captiva Island, FL Beach Cottage - South Seas Island Resort - Beachfront Home. ENJOY A PIECE OF PARADISE!!!! Our 1000+ Sq Ft. Captiva Island Beachfront Condo Cottage located in South Seas Plantation has been recently updated with fresh paint, decorations, and furnishings. This unit faces the West, has Beautiful Sunset Views, and access to Captiva's beautiful beaches! Our unit offers direct beach access from the porch. Ther....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island House

Blue Heaven - Captiva Island House

Captiva - Pool Home - Footsteps to Beach and Bay. 3rd property from beach.. 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 wa....

6 Bedrooms 4 Baths - Sleeps 10
Captiva Island, FL

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captiva island House

Lazy Palm - captiva island House

January- February SPECIALS. FREE golf cart and bicycles. PERFECT location!. With nearly 4000 square feet of living space this just completed luxury home has plenty of 'Island Living' space for everyone. The large wrap around decks and the 4th level 'Crows Nest', with a 360* view of the island,are just some of the bonuses to this fabulous home. Bayfront views of the intra coastal waterway are endless! Rise early for breath....

5 Bedrooms 6 Baths - Sleeps 10
captiva island, FL

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Captiva Island House

Sunset captiva - Captiva Island House

Special August rates. $1500 per week. Travel restrictions are now lifted!!!. 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 th....

3 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

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Captiva Island Apartment

South Seas 3BR - Captiva Island Apartment

Island Escape! 1 Cozy 3BR Family Villa! Waterslides, Tennis, 3 Pools, Beach. NOTE: The safety and security of our Guests and Team Members has always been our priority. We are taking additional precautionary measures to ensure our facilities are maintained to the highest standards and to do our part in reducing the spread of coronavirus. The ultimate vacation spot! Enjoy access to the abundance of resort amenities in this p....

4 Bedrooms 2 Baths - Sleeps 8
Captiva Island, FL

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Captiva Island Condo

Vacation Rental - Captiva Island Condo

South Seas Beach Front king bed sleeper ON BEACH higher floor 3 pools BEACH OPEN. Location: The unit is in the 2200 Building The first floor has the laundry, the second floor starts with the rooms and this unit is located on the third floor. 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. Do not hesitate to make contact at 954 th....

2 Bedrooms 1 Baths - Sleeps 4
Captiva Island, FL

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