Vacation Rentals & House Rentals in Captiva Island

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987 house rentals

Ricks Retreat In Captiva Florida

Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“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

Relaxing Near Beach Captiva Island Pool Home

Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“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

Anthony Beach Cottages Sunset Captiva 49

Captiva Island house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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

Modern Bayside Villa in South Seas Resort

Captiva Island condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

Be Hibiscus 38

Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 11 minutes

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

Siesta Isle Paradise

Fort Myers Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“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

Pointe Santo D4 Ground Floor Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“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

Sunsets from the Lanai. Luxury Villa with Heated

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“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

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 23 minutes

Price per night from

$142

Villa TauroZorro, sw-facing, pool/spa, Gulf access

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

“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

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$248

Private Gated Community

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$200

Cape Coral Florida Banyan Trace condo

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 50 minutes

Price per night from

$114

House Sunny Splash in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$170

House of the Sun

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 48 minutes

Price per night from

$161

Coastal Retreat

Saint James City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$95

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$362

Homes-3547 Gasparilla Road

Boca Grande house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 44 minutes

Price per night from

$538

Villa Rose

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$171

Viewing 38 of 987
rentals in Captiva Island

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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

"Romantic" Coquina Cottage ON the Beach~Pet friendly~BOOK NOW B4gone!
Outstanding beach location

Lovely cottage located directly on beach that allows our dog to stay with us. A short walk to the ocean where beautiful water awaits everything at our fingertips Love the details and the comfort of the cottage. Will definitely be back. … see more
Luxury Beach Front Villa with Pool, Captiva Island
Awesome

Thanks for the best vacation ever ! We enjoyed the pool, the beach and the stunning accommodations. It was a wonderful relaxing vacation. … see more
Relaxing Near Beach Captiva Island Pool Home
Awesome Rental Home on Captiva

Our party of eight had a marvelous week at Millertime Villa. We found the house to be very clean, well furnished, decorated attractively, and comfortable. The lovely beach was less than a five-minute walk away, and the owners provided us with beach chairs and a cart in which to haul them as well as beach towels. The large heated screened-in pool was delightful as well. Everything we needed was there -- well furnished kitchen, dishwasher, washer and dryer, two large tables for dining, TVs, DVD player, and books. Restaurants and the library were nearby. Before we arrived at the house we e-mailed the owner with a few questions. He answered us promptly with helpful answers. When we return to Captiva we will definitely want to stay at Millertime again.see more
Captiva Mermaid House - Beach Side of Village Center
Captiva is paradise

Just back from a week at the Mermaid House. This was the 2nd time we rented from Larry. The first being April 2013, we rented the Sun & Moon House. The Mermaid House was great for four people. Plenty of room and comfortable. A great beach bungalow!! Weather was great with sun & low 80's high 70's most days. We went from house to beach back to house to use pool and then out to dinner. You can walk to everything. Again, Larry was a great host. The house has everything you need. Larry supplies the beach gear needed and it is a three minute walk to the beach. We used the pool (85 degrees) every day and night. Pool area is large and good place to have breakfast & lunch. The covered area near the kitchen & master bedroom has two sitting areas and we did use this area the day it rained. WE WILL BE BACK! The Burkes Cape Codsee more
Sun & Moon Pool House - Beach Side of the Captiva Village Center
Great House Fully Stocked Almost New Well Maintained

We've stayed on Captiva many times and this was one of our favorite houses. The house looks brand new and is well maintained. It is stocked with everything you would need including beach chairs, umbrellas and even three sizes of coolers, as well as flat screen tv's, cd's to listen to, DVD's to watch and books to read. You don't need to bring a thing. The pool (sparkling clean!) and patio are screened which is very important in the summer months when the mosquitoes and no-see-ums come out. The outdoor grill was in great shape. Would definitely stay here again.see more
Ricks Retreat In Captiva Florida
Amazing Captiva Vacay! Can't wait to come back to our 2nd home!~

My family of six absolutely fell in love with Captiva! Our location was perfect as we were steps from the beach, activities and places to dine. The chill environment lends to a relaxing , yet indulgent week. The sunsets are breathtaking as well as all of the lush surroundings. Our home was clean, quaint and completely inviting for my 7 year old twins as well as teens. While it was nice to walk down the street to dine, it was preferable to stay on the beach as long as possible and dine in followed by a beautiful sunset/moonlit walk on the beach!see more

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