Skip to content

Captiva Island Vacation Rentals & Cottages

Book Your Captiva Island Vacation Rentals 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 Florida Vacation Rental Homes. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to 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

View Rental

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

View Rental

Captiva Island House

RL Tuscany - Captiva Island House

7 Bedroom, 3-Story, Mediterranean Home Located in the heart of Captiva's Villa - Tuscany. You will be only 9 houses from the beach and located in the heart of Captiva's Village when you stay in Tuscany! You will be a short walk to dining, shopping and galleries. This luxurious, 3-story Mediterranean home is 3635 sq. ft. and with a main house as well as a 2 bedroom/ 2 bathroom guest house which is accessible by a covered portico. This....

7 Bedrooms 8 Baths - Sleeps 14
Captiva Island, FL

View Rental

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

View Rental

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

View Rental

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

View Rental

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

View Rental

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

View Rental

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

View Rental

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

View Rental

Captiva Island House

South Seas Beach House 04 - Captiva Island House

Beachfront Home - Amazing Views! Beach House 4. Captiva Island Vacation Home Rental Enjoy being just feet from the beach in this three bedrooms/three bathroom private home located within the gates of the famous South Seas Resort. Great views of the Gulf of Mexico can be enjoyed in Beach House 4's 2800 square feet of living space including a loft on the upper level with a desk and seating. The ....

3 Bedrooms 3 Baths - Sleeps 6
Captiva Island, FL

View Rental

Captiva Island Condo

RL Beach Breeze - Captiva Island Condo

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

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

View Rental

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

View Rental

Captiva Island House

RL Shell Seekers - Captiva Island House

Experience Shell Seekers! A 12,000 Square Foot Captiva Estate Directly on The Gulf. Fantastic beach views from your 3,600 sq. ft. of decks and screened lanais in this luxury vacation rental home with more than 12,000 sq. ft.! You will experience indoor/outdoor living at its finest in this custom decorated, gulf front home with 6 bedrooms and 7 1/2 bathrooms. French doors lead to the lanais from almost every room and the livin....

6 Bedrooms 8 Baths - Sleeps 12
Captiva Island, FL

View Rental

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

View Rental

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

View Rental

Captiva Island Condo

Beach Cottage 1419 - Captiva Island Condo

South Seas Resort Beach Cottage 1419~ Directly on The Beach! Fabulous!. * RENTALS ARE FROM SATURDAY TO SATURDAT WITH A MINIMUM RENTAL PERIOD OF 7 NIGHTS. * THIS BEACH COTGTAGE IS * PRIVATELY OWNED AND IS LOCATED WITHIN SOUTH SEAS RESORT. * SOUTH SEAS RESORT AMENITIES ARE NOT ASSOCIATED OR INCLUDED WITH THIS RENTAL. * THIS IS A FIRST(1ST) FLOOR RENTAL UNIT IN A BUILDING WITH TWO LOWER UNITS AND TWO (....

3 Bedrooms 2 Baths - Sleeps 5
Captiva Island, FL

View Rental

Captiva Island Condo

Plantation Beach Club - Captiva Island Condo

Luxury Condo on the Beach 2 BR 2 Bath. Condo located on South Seas Resort. 2 bedroom, 3 bath. Full kitchen, dinning room, living room and screened balcony. On the beach. Includes pool, tennis courts, parking and beach access. Additional amenities are available through South Seas Resort for additional (optional) resort fee. Many other amenities such as shops, restaurants, bike rent....

2 Bedrooms 2 Baths - Sleeps 6
Captiva Island, FL

View Rental

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

View Rental

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

View Rental

captiva island House

Lazy Palm - captiva island House

Fantastic home, perfect location, lots of extras, Golf cart bicycles option . 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

View Rental

Captiva Island House

Sunset captiva - Captiva Island House

Totally updated. All outstanding reviews.. 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

View Rental

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

View Rental

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

View Rental

Scroll To Top