Vacation Rentals & House Rentals in Captiva Island

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843 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

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

$349

Pine Island Hideaway ~ competitive rates!

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$123

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

$453

Paradise on Palermo STR# 20-0042

Fort Myers Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$916

Sweet Beach Cottage on East End of Sanibel

Sanibel Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$115

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

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$343

Modern 1st Fl Condo Minutes to Beaches, Pool, WiFi

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$115

CASA ALTA ON THE BEACH

Sanibel Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$687

Villa by the sea with salt water pool for dreaming

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$228

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$287

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

Responds fast! avg. 2 hours 45 minutes

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

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

$214

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

$258

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

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

$161

2 Bedroom Beachfront Condo at Sanibel Harbour

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$195

BACK TO THE BEACH SPECIAL! $199/Night - Best Value Guaranteed!

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Well pleased from the Midwest” My wife and I have for several years enjoyed the friendly and professional services of innkeepers Peter and Susan Lisich. Their personal and personable attention to details from booking to departing always makes us feel welcome and secure during our stay. The location of our 2 bedroom, 2 bath condo unit directly on the Gulf of Mexico at the north end of Estero Island gives us great views of the beach and gulf with easy walking access to restaurants and beach related activities. The only negative is that for our visit this year Peter forgot to arrange for 80 degree weather.

Price per night from

$1,718

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

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

Waterfront Villa Marie w/ Direct Gulf Access / Private / Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Good value” The home was clean and inviting. The pool and hot tub provided hours of fun! It met my family of fives needs. We would stay here again. The deposit was returned in a timely manner.

Price per night from

$247

Viewing 38 of 843
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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