Updating...
“Wonderful location, delightful house - and - pet-friendly, too!” Rick's Retreat is very clean, very comfortably furnished "home away from home" vacation rental - and pet friendly, too! Lots of restaurants and some fun shops are a short walk south and beach access is a short meander down a charming lane. Rick graciously shared restaurant and general "things to do in Captiva" thoughts, all of which were excellent. This was our first visit - we'll definitely return (hopefully very soon!).
Price per night from
$344
"Romantic" Coquina Cottage ON the Beach~Pet friendly~BOOK NOW B4gone!
Captiva Island cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 8
“Best New Years Ever!” We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would even run around naked sometimes. In the chaos of the season on this island, we felt like we were the only ones here when we stayed at your home, you provided everything we needed and the your gardener was very friendly. We saw dolphins daily if not multiple times a day! A special treat . . . dolphin pups with their mothers frequently visited. The beach was virtually private. The owners were very accomidating to our special circumstances. Thank you for that.
Price per night from
$1,077
Captiva Bayfront 4 bedroom/4 bath, boat dock, pool
Captiva Island house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
“Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.
Price per night from
$1,432
Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach
Captiva Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$492
Luxury Beach Front Villa with Pool, Captiva Island
Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!
Price per night from
$642
Captiva Star - Luxury Near Beach Home on Captiva
Captiva Island house
- 5 bedrooms
- 5 bathrooms
- sleeps 18
Price per night from
$3,000
Price per night from
$1,724
Sunsplashed -- Your own private tropical island resort!
Captiva Island villa
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Price per night from
$1,639
Great rentals within 20 miles that match your search
Serenity's Edge Luxury NW Spreader Waterfront Home, Panoramic Views, Gulf Access
Cape Coral house
- 4 bedrooms
- 4 bathrooms
- sleeps 6
Price per night from
$512
Price per night from
$347
Price per night from
$404
Price per night from
$379
Price per night from
$379
Price per night from
$379
Price per night from
$1,374
Villa American Eagle in Cape Coral * Private Pool home with 3 bedrooms/2 baths *
Cape Coral villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$225
2020 Modern Villa Mangifera to relax, salt water pool and spa, EV-charger avail.
Cape Coral villa
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$243
Price per night from
$289
NEW PROPERTY - Luxury Custom Family-Home walking distant to Cape Harbor Marina
Cape Coral villa
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Price per night from
$312
Price per night from
$92
Luxurious Contemporary Condo Overlooking Ocean
Fort Myers Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 0 minutes
Price per night from
$150
Price per night from
$127
Brand New Tropical Paradise Home - Walk to Beach and Downtown
Fort Myers Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
Price per night from
$924
Price per night from
$145
Price per night from
$497
Still Waters Listen to the sound of silence, pure tranquility – pure paradise
Cape Coral house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$265
Responds fast! avg. 1 hour 55 minutes
Price per night from
$252
Gorgeous Corner Residence at Esteemed Pointe Santo de Sanibel Resort Community
Sanibel apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 55 minutes
Price per night from
$265
Responds fast! avg. 1 hour 55 minutes
Price per night from
$218
Serene Ground Floor Residence in Exclusive Villa Sanibel, Steps to Beach
Sanibel condo
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 55 minutes
Price per night from
$230
Gorgeous Bayfront Estate on Captiva Drive w/ Pool
Saint James City house
- 6 bedrooms
- 6 bathrooms
- sleeps 10
Responds fast! avg. 1 hour 55 minutes
Price per night from
$830
Responds fast! avg. 1 hour 55 minutes
Price per night from
$345
Price per night from
$313
Price per night from
$356
Viewing 38 of 849
rentals in Captiva Island
About Captiva Island
Nestled on the southern end of Florida's central Gulf Coast and surrounded by endless natural beauty and coral reefs teeming with marine life, Captiva Island offers the perfect vacation paradise. Join the thousands of visitors who escape here every year for honeymoons, family vacation getaways, or unforgettable Captiva Island weddings. There's no better place to relax, have fun, and experience breathtaking scenery on land or beneath the blue waves. The best way to enjoy everything Captiva Island has to offer is with a stay in a private vacation rental of your own. Find a luxury Florida condo or summer home just a few steps away from the beach where you can watch the sun rise from your private balcony and then begin a day of exploration and exciting activities.
Wander the quaint downtown area of Captiva Island and browse the shops and art galleries featuring the work of talented local artists and artisans. Shop at the high end boutiques and have lunch at a charming beachside cafe. Go sailing, swimming, fishing, or diving all afternoon. Then come home to your vacation rental and grill the day's catch on your deck. After the sun goes down, host a campfire on the beach for your family and friends.
Here are a few additional suggestions for your trip:
- Hike or bike the inland trails: Lace up your hiking boots or rent a bike in town and explore the scenic beauty of Redfish Pass and Captiva Pass.
- Tour a historic site or plantation: Captiva Island is home to some charming preserved gardens and historic Florida homes. Take a tour and learn more about local history.
- Take a sailing lesson: Offshore Sailing offers lessons for beginners. Enlist the help of a patient instructor who can have you cruising the waves in no time.
- Go deep sea fishing: Captiva Island fishing trips usually leave shore in the morning and head into the deeper waters in pursuit of tuna, grouper, and marlin.
- Rent a sea kayak: Rent a sea kayak and let an experienced guide take you to the best places to spot marine life like dolphins, sea turtles, and manatees.
- Go parasailing: If you've never experienced the exhilaration of parasailing above a long stretch of beautiful beach, Captiva Island is a perfect place to start.
Captiva Island is a sunny picturesque escape during all four seasons of the year. You'll never run out of fun things to do here and you'll have no trouble finding the perfect vacation rental that offers all the amenities you and your family need. Stow your beach gear in your own private condo or summer home and start making lasting vacation memories. While you're here, visit some of the other popular destinations on Florida's Gulf Coast like Indialantic or Punta Gorda.
Top Destination reviews
Also consider
- Naples 352 properties
- Marco Island 425 properties
- Cape Coral 396 properties
- Sarasota 224 properties
- Sanibel Island 192 properties
- Bonita Springs 155 properties
- Fort Myers Beach 135 properties
- Fort Myers 73 properties
- Bradenton 66 properties
- Port Charlotte 52 properties
- Venice 42 properties
- Englewood 39 properties
- Rotonda West 33 properties
- North Naples 29 properties
- Estero 30 properties
- Iona 30 properties
- Cape Haze 31 properties
- Punta Gorda 25 properties
- Placida 18 properties
- Golden Gate 16 properties
- North Captiva Island 12 properties
- North Sarasota 7 properties
- North Fort Myers 7 properties
- Manasota Key 6 properties
- Clearwater 372 properties
- Palm Coast 174 properties
- West Palm Beach 34 properties
- North Miami 21 properties
- Port Richey 8 properties
- Lehigh Acres 8 properties
- Boca Raton 6 properties
- Bokeelia 5 properties