Vacation Rentals & House Rentals in Captiva Island

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844 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

$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

Captiva Waterfront Luxury Home Rental

Captiva Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Price per night from

$1,718

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,633

Great rentals within 20 miles that match your search

Villa American Eagle/Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$224

Casa Indulgence in Matlacha

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$802

South West Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$189

Price per night from

$69

Pool Home with Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$258

Island Villa + 33' Infinity Pool, Dolphin Visits

Fort Myers Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$307

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$284

Private Gated Community

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$201

Cape Coral Florida Banyan Trace condo

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$138

Fully Furnished 3 Bedroom Bugalow

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$184

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$464

Lake Kennedy charming Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$298

Villa BlueBay * Top Location* SW Pelican* Pool* Waterfront*Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$224

VILLA MAMA - Traumvilla mit Golfzugang, Bootseinstieg im eigenen Garten

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 18 minutes

Price per night from

$211

Villa Aurelia

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$241

Gulfview paradise

Fort Myers Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$401

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

Price per night from

$245

Casa Del Rio, Tropical Resort,River View,Pool&Dock

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxation” We stayed at Casa Del Rio for 10 days and from the moment we got there we felt at home. The property manager meet with us and we very helpful and informative. The home has everything you need the pool area is large enough to host several people. However, nothing will ever top getting an opportunity to see dolphins swim right up to the dock. It was an awesome experience and we really enjoyed our stay!!

Price per night from

$247

Price per night from

$172

Villa Leonardo - Heated Pool, Canal Access w/Boat Lift, 4 bdrms, Sleeps 10+

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

“Absolutely perfect!!” This house has everything you could ever need or want away from home. Our group consisted of 6 adults and 6 children (including 2 toddlers), this house was perfect. Everyone had space to sleep comfortably, and we all had enough space to enjoy our company without driving each other crazy lol The house is set up with everything you need, we were amazed to find toiletries in the bathrooms and the garage so well stocked up. First time we ever find this at a rental property. The kids loved the beach and pool toys. The beach chairs and umbrellas were perfect for our visits to Fort Myers Beach and Sanibel. We had enough beach towels for everyone too which is a big plus! The kitchen had everything we needed, even Dunkin Donuts coffee! We had a great time making easy meals to accommodate everyone's taste. The grill was perfect for making a great meal and enjoying it outside. If you need to take a break from the everyday hassle, you do not need to look any further! This house is perfect, has everything you need, in perfect condition, with a great surround system. We hope to visit again next year! Thank you for allowing us to enjoy your property!

Price per night from

$206

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!

Price per night from

$308

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$158

2 Bedroom Beachfront Condo at Sanibel Harbour

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$195

Sunrise from Lanai, heated pool, hot tub & White Sandy Beach

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$343

Cape Coral Delight Villa near Cape Harbour

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$263

SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$258

One minute walk to gulf beaches, Big, 3 BR, 55 inc

Sanibel Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$308

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$377

High Season:Jan.-April minimum 60 days. Low Season: May-Dec discounted rates

Cape Coral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice place for a vacation” I stayed here for four days so that I could see some Red Sox games. The place was very clean and neat, with a kitchen that had everything you need to cook. Juan was very helpful and had lots of suggestions. I really enjoyed my stay! There was plenty of room and it was a nice get-away.

Price per night from

$166

Seashells and Sunsets

Sanibel Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Rest and Relaxing---What a nice week!!” We thoroughly enjoyed our stay. The bedrooms were large compared to may places I have stayed.. We were not affected by the storm on the east coast of FL. Large living room, very well furnished kitchen. Great washer/dryer. Sharon-MI.

Price per night from

$360

Viewing 38 of 844
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
Captiva Bayfront 4 bedroom/4 bath, boat dock, pool
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.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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