Home > Vacation Rentals > Captiva Island

Captiva Island Vacation Rentals, Condos & Resorts

Find great Vacation Rentals in Captiva Island South West Florida

We have partnered with a major provider of vacation rentals, directly through Fort Myers Vacation Homes. There are many beach house rentals to choose from, and we now have the selection and value to offer our visitors going to Captiva Island FL.

book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Captiva Island

Vacation Rentals - Sunset Captiva # 18 Captiva Island, FL
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 commun ...

3 Bedroom(s)
2 Bath(s) Sleeps 6

View Rental


Vacation Rentals - Gearing Down Captiva Island, FL
BEAUTIFUL BAY HOUSE -**SUMMER and FALL Weeks Available-BOOK NOW!
Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury. Boasting an expansive floor plan with 4 bedrooms and 4 bathrooms that sleeps 8 comfortably, Gearing Down is a desirable bayside home. Witness breathtaking sunrises from the covered lanai overlooking the private dock. Enjoy the ...

4 Bedroom(s)
4 Bath(s) Sleeps 8

View Rental


Vacation Rentals - Chateau Blanc Beachfront Home Captiva Island, FL
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. ...

2 Bedroom(s)
2 Bath(s) Sleeps 5

View Rental


Condo - South Seas Island Resort Captiva Island, FL
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, in ...

2 Bedroom(s)
2 Bath(s)

View Rental


Vacation Rentals - Blue Heaven Captiva Island, FL
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 ...

6 Bedroom(s)
4 Bath(s) Sleeps 10

View Rental


Apartment - SSR 3BR - 1 Captiva Island, FL
SUPERB 3 BR VILLA FOR 8 GUESTS! TENNIS, POOLS, WATER SLIDES, FREE PARKING
Your island escape! A private villa for 8 in a beautiful Captiva island! Within just a short walk away from the private beach, restaurants, shops, tennis and golf courts! This location is a wildlife sanctuary offering all you need for a great vacation. This beautiful villa offers dual-floor living s ...

4 Bedroom(s)
2 Bath(s) Sleeps 8

View Rental


Vacation Rentals - Lazy Palm captiva island, FL
Perfect location, golf cart, bicycles $500 discount on remaining Sept, Oct weeks
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 c ...

5 Bedroom(s)
6 Bath(s) Sleeps 10

View Rental


Townhome - Ventura Captiva Captiva Island, FL
Ventura Captiva- Bayside Retreat (Two Week Minimum Rental)
Captiva: A Vacation Paradise (HOMEOWNER'S ASSOCIATION REQUIRES A 2-WEEK MINIMUM RENTAL) Our home away from home is ready to welcome you to the best of Captiva. With three bedrooms and three bathrooms, living and dining areas, kitchen and lofted den, Ventura Captiva has been newly remodeled with to ...

3 Bedroom(s)
3 Bath(s) Sleeps 6

View Rental


Vacation Rentals - Captiva Vacation Home Captiva Island, FL
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 wi ...

3 Bedroom(s)
2 Bath(s)

View Rental


Cottage - Charming Captiva Cottage Captiva Island, FL
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 enjo ...

3 Bedroom(s)
3 Bath(s) Sleeps 6

View Rental


Apartment - SSR 1BR - 2 Captiva Island, FL
FANTASTIC 1BR/1BA GETAWAY FOR 4! PRIVATE BEACH, POOLS, YOGA, TENNIS WATER SLIDE
Your island escape! A private villa for six on beautiful Captiva island! Just a short walk away from the private beach, you’ll also find restaurants, shops, tennis and golf courts and more. This location is also a nature lover’s dream, as it serves as a wildlife sanctuary. In fact, there’s som ...

2 Bedroom(s)
1 Bath(s) Sleeps 4

View Rental


Condo - Captiva Hide-A-Way Captiva Island, FL
March availability!!
Hide-A-Way on the Bay! An intimate setting awaits those who enjoy living near the water. This hidden gem near Captiva Village offers the privacy of only 8 units in a well-maintained and managed property, with dock overlooking Pine Island Sound. The pool area is recognized as one of the best settings ...

2 Bedroom(s)
2 Bath(s) Sleeps 4

View Rental


Condo - Beach Cottage 1419 Captiva Island, FL
Fabulous South Seas Resort Beach Cottage 1419~ Directly on The Beach!
Let the Pictures Tell the Story! World Famous South Seas Plantation, Now Called South Seas Island Resort, Has a History all its Own. The Village of Captiva Brings You Back to a More Simple Life that is Refreshing and Relaxing. This charming 2 bedroom 2 full bath vacation Cottage is conveniently loc ...

3 Bedroom(s)
2 Bath(s) Sleeps 6

View Rental


Condo - Captiva Island, FL
South Seas Beach Front king bed sleeper sofa renovated ON THE BEACH higher floor
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 res ...

2 Bedroom(s)
1 Bath(s) Sleeps 2

View Rental


Apartment - SSR 2BR - 1 Captiva Island, FL
SPECTACULAR 2BR/2BA GETAWAY FOR 4! PRIVATE BEACH, POOLS, TENNIS WATER SLIDES
Your island escape! A private villa for six on beautiful Captiva island! Just a short walk away from the private beach, you’ll also find restaurants, shops, tennis and golf courts and more. This location is also a nature lover’s dream, as it serves as a wildlife sanctuary. In fact, there’s som ...

3 Bedroom(s)
2 Bath(s) Sleeps 6

View Rental


Cottage - Captiva Beach Cottage 1413 Captiva Island, FL
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 un ...

2 Bedroom(s)
2 Bath(s) Sleeps 4

View Rental


Condo - Captiva Hide-A-Way Captiva Island, FL
Best Bayfront Location in Captiva!
We know you will love our Captiva Island Hide-A-Way. The views of the bay are fantastic, especially at sunrise. Our beautiful condo has been completely remodeled since Hurricane Charlie in 2004. Done in colorful island style with Mexican tile floors, cathedral ceilings, a gourmet kitchen with gr ...

2 Bedroom(s)
2 Bath(s) Sleeps 4

View Rental


Vacation Rentals - Sunset captiva Captiva Island, FL
Sunset Captiva, new kitchen, pickleball, heated pool & grill!
NEW KITCHEN WITH OPEN FLOOR PLAN 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. ...

3 Bedroom(s)
2 Bath(s) Sleeps 6

View Rental


Condo - Captiva Beach Villa 2112 Captiva Island, FL
Captiva Beach Villa 2112 Beachfront Rental Condo South Seas Island Resort
Captiva Beach Villa 2112 is a 1 bedroom beachfront condo in South Seas Island Resort on the northern tip of Captiva Island, Florida. While the condo can sleep up to 4 people, it’s best designed for couples seeking a romantic beachfront location within easy walking distance to the restaurants and ...

2 Bedroom(s)
1 Bath(s) Sleeps 1

View Rental


Condo - 1603 Lands End Village Captiva Captiva Island, FL
South Seas Resort - Lands End on the water, sleeps six
Vacation at South Seas Resort, Lands End, in a designer-decorated 2 bedroom Ocean front Condominium. This vacation home offers the best views on Captiva. The view from the living room, enclosed sun room, dining room, kitchen and balcony is breathtaking--with a sweeping vista of the Gulf of Mexi ...

3 Bedroom(s)
2 Bath(s) Sleeps 6

View Rental


Booking best price

Online Booking We have chosen to partner with Booking.com to offer travelers the best choices for Hotels, Vacation Rentals and Hotel Suites for the Family.

Start your search here with over 500 properties for Fort Myers Florida!

No Booking Fees, Last Minute Deals and more......

Browse Properties

Nearby Destinations


Rentals by Size


Property Type


Property Specialty


Vacation Homes by Owner
Vacation Homes - Find short term Vacation Rentals, Villas, Condos and Cabins for rent at Rental Homes by Owner

© Reservations Direct, Inc. - Fort Myers Vacation Rentals, Homes, Resorts & Hotels

About Us - Privacy - Popular Destinations - Top Florida Getaways