Vacation Rentals & House Rentals in Captiva Island

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847 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

$493

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

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$80

CASA ALTA ON THE BEACH

Sanibel Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$689

Coastal Retreat

Saint James City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$96

Villa Bequia

Cape Coral villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$607

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$364

flip flops beach cottage fort myers beach flordia

Fort Myers Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$573

Resort in Fort Myers Beach Quiet smaller resort in the off season (September)

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$161

Beautiful Villa Dolce Vita!

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$197

Elevator to Paradise!

Fort Myers Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$631

Sunset Villa Cape Coral

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$173

Responds fast! avg. 1 hour 0 minutes

Price per night from

$247

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$918

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

Price per night from

$574

Paradise Amongst the Palm Trees

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very comfortable & great attention to detail.” This home had everything, a lanai...heated pool...on a channel so you could watch the birds. The inside had every convenience from kitchen to bedrooms. Smart TV's so you could watch anything. Only complaint was not quite enough blankets & at the time we didn't know how to turn up the heat. Wonderful stay.

Price per night from

$345

Price per night from

$299

Villa Franca, Beautiful Family-Home, Solar heated pool, WiFi, pet friendly

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$195

Price per night from

$350

Sailboat Deep Water Access, Pool, Spa, 4 Bedroom plus Den, Minutes to River

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 49 minutes

Price per night from

$287

Lakefront Cottage

Fort Myers house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$115

Price per night from

$466

Beach Lovers paradise! Spectacular 6 bedroom home

Sanibel Island house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$574

Spectacular Condo in Venetian Palms 2 bedroom/2 bath w/Lanai

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

Price per night from

$98

Sooner's Roost

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

“Sooner Roost....ideal spot!” We spent 4 of the most relaxing weeks here at Sooner Roost. The home was in a great location where we enjoyed the many amenities of a well stocked kitchen, comfortable beds, lovely linai and pool and beautiful sunsets. The owners have thought of everything to make renters right at home. We are looking forward to a return visit. It was so mice to meet you, Joy,

Price per night from

$195

large villa atrium style

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$350

Pine Island Hideaway ~ competitive rates!

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$131

New Designer Villa in Top Location on Spreader Waterway and Nature Preserve

Cape Coral house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$505

Sanibel Harbour Tower Marriott Waterfront Luxury Condo 9th FL - 5 star reviews!

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$454

Paradise on Palermo STR# 20-0042

Fort Myers Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$918

Winter Gateway in Fort Myers, near Beaches, Fort Myers, FL

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$343

Villa Endless View - Pool, Whirlpool and amazing waterview

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$333

Viewing 38 of 847
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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