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“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
$308
“Absolutely terrific” Everything about our vacation was wonderful. The cleanliness of the house and it's location couldn't have been better. We're planning to go again this year.
Price per night from
$583
"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.
Responds fast! avg. 1 hour 42 minutes
Price per night from
$810
Captiva Mermaid House - Beach Side of Village Center
Captiva Island house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Relaxing and Enjoyable stay in Captiva” My husband and I loved our stay at the Mermaid House. The house is extremely clean and very well stocked with everything you could possibly need during your stay. The private pool was clean and very refreshing after a day on the beach. Larry Hahn was very responsive to all my questions and emails and even called the night we arrived to check to make sure everything was ok and if we needed anything. I highly recommend staying here while on Captiva. Looking forward to revisiting the Mermaid House and Captiva again soon!
Responds fast! avg. 1 hour 2 minutes
Price per night from
$489
Sea Dreams: Luxury Ocean and Beach Front Townhome
Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Price per night from
$479
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
Sun & Moon Pool House - Beach Side of the Captiva Village Center
Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“25th anniversary. Loved every minute of our stay.” Just got back from a week at the Sun and Moon. There is nothing missing with this rental property. Larry so very helpful with a florist for my anniversary. You will not be disappointed in this property, nice and close to many different eateries, liquor stores, there are bikes provided and a big beach cart full of everything, really everything. Sunsets are not to be missed. Can't wait to go back.
Responds fast! avg. 1 hour 2 minutes
Price per night from
$554
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
Price per night from
$287
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
Sea Otter House- Luxury Estate on Captiva Drive
Captiva Island villa
- 5 bedrooms
- 6 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 31 minutes
Price per night from
$684
Luxurious Waterfront Condo at South Seas Resort- Bikes Included
Captiva Island house
- 1 bedroom
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 31 minutes
Price per night from
$398
Responds fast! avg. 2 hours 31 minutes
Price per night from
$398
Harbor Front Condo at South Seas Resort- Includes Bikes
Captiva Island apartment
- 1 bedroom
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 31 minutes
Price per night from
$341
Ultra Luxe Beach Villa at South Seas Resort
Captiva Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 31 minutes
Price per night from
$569
Price per night from
$257
Captiva Star - Luxury Near Beach Home on Captiva
Captiva Island house
- 5 bedrooms
- 5 bathrooms
- sleeps 18
Price per night from
$3,000
Sunsplashed -- Your own private tropical island resort!
Captiva Island villa
- 5 bedrooms
- 5 bathrooms
- sleeps 12
Price per night from
$1,371
Great rentals within 20 miles that match your search
“Awesome” This is a full sized home with ample space for a family of 8...or more. The lower level area to the pool was perfect for our teen aged son. Gave him privacy from the rest of the clan and made for a very peaceful week together! Pool is perfect and good size and fishing from dock was excellent...snook were biting! We would see manatees and dolphins every single day! My wife and I would be interested in a month's stay after our son graduates next year. About 1 mile from beach with trolleys stopping out on main road so made for easy trips to the beach for the day. This was truly a very pleasant experience in a very nice home and nice area with every amenity you would find at a top notch hotel for much more money and way less room. Perfect for 2 families or 2 couples without being on top of each other!
Price per night from
$399
Luxury Condo on Beach Sleeps 6 Sanibel Island, FL
Sanibel Island apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 57 minutes
Price per night from
$309
“Wonderful” We booked this condo for five nights in August. The condo is in excellent condition and the location was perfect. The owners were fantastic to work with. We would rent this condo again in the near future. We love Sanibel Island.
Price per night from
$302
“Outstanding place for a great vacation!” I thoroughly enjoyed my stay. The home was decorated beautifully and very conducive to a relaxing vacation. All the amenities of home. We could either relax by the pool overlooking the canal, or a quick drive to the beach, great restaurants and shopping. The welcome note and bottle of wine was a very classy touch. I will definitely be back. Thank-You!
Responds fast! avg. 3 hours 35 minutes
Price per night from
$307
Villa IBIS, Waterfront Pool Home south facing near Golf Course, 3 TV, WiFi
Cape Coral house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Super vacation” All of us really enjoyed this wonderful house. Everything you need was there. We would go back anytime. The home manager was very frinedly and helpful. We had no problems, everything was fine. The relaxing pool was the best at all. The house is unrestricted recommendable
Price per night from
$143
Responds fast! avg. 3 hours 23 minutes
Price per night from
$142
Price per night from
$194
Villa Dolphin Bay - Cape Coral - Pool & Gulf Access
Cape Coral villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 13 minutes
Price per night from
$207
North Captiva Hidden Beach House with Private Pool
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.
Responds fast! avg. 3 hours 7 minutes
Price per night from
$485
North Captiva Private Pool Home Shell Cottage
North Captiva Island house
- 2 bedrooms
- 4 bathrooms
- sleeps 6
Price per night from
$456
Villa Sunny Breeze Cape Coral Disinfectant Cleaned with Heated Pool on Canal.
Cape Coral house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Beautiful relaxing home” Villa, Sunny Breeze is a large beautiful home on canal. Just bring our suitcase. All other items to run a home were furnished. Easy to locate and convenient to local grocery, gas stations and shopping. All questions were promptly answered. Would highly recommend.
Price per night from
$114
Price per night from
$248
Responds fast! avg. 3 hours 50 minutes
Price per night from
$114
Price per night from
$170
Responds fast! avg. 1 hour 48 minutes
Price per night from
$161
Price per night from
$362
Responds fast! avg. 2 hours 44 minutes
Price per night from
$538
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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.
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