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Vacation Rentals & House Rentals in Captiva Island

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2,141 house rentals

Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$209

Ricks Retreat In Captiva Florida

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 8

“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!).

Responds fast! avg. 1 hour 53 minutes

Price per night from

$282

SAND ANCHOR in Sunset Captiva #19

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$303

Aloha Baby- 5 Bedroom Luxury Pool Home !

Captiva Island house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$943

Lollipop Captiva

Captiva Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$542

Captiva Shores 5B

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$259

Winshall Home

Captiva Island house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,031

Captiva Shores 3A- Bay Breeze Cottage

Captiva Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect resort for our family-- close to bay, beach, and downtow” Stayed in Unit 3a, perfect for our family of five. Clean, quiet resort on narrow part of the island so beach and bay are both very close. Great access to pool which is well maintained and much appreciated by my three kids. This unit is great value in this resort.. we will be staying here again.

Price per night from

$357

GREEN FLASH

Captiva Island house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$550

Murmond-Captiva

Captiva Island house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$698

Captiva Shores 2A

Captiva Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$337

Relaxing Near Beach Captiva Island Pool Home

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

“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.

Price per night from

$473

"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 55 minutes

Price per night from

$329

Hideaway Captiva Island 2B

Captiva Island condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$422

Millertime- Captiva

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$496

Low Off Season Rates! boat slip included if you need one!

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$271

Conch-Captiva Beach Villas

Captiva Island apartment

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$677

Sea Dreams: Luxury Ocean and Beach Front Townhome

Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$360

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 32 minutes

Price per night from

$396

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.

Responds fast! avg. 3 hours 37 minutes

Price per night from

$1,246

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 32 minutes

Price per night from

$462

Green Heron House

Captiva Island house

5 bedrooms / 6 bathrooms / sleeps 12

“More than perfect” I recently had the opportunity to stay at The Green Heron House. We had a wonderful week with plenty of space for our entire party of 8 and even some to spare. The house has everything you could think of to ensure your perfect vacation.

Price per night from

$538

SUNSET DREAM

Captiva Island apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$865

Totally updated. New kitchen and baths.

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$311

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

$458

Sunsplashed! Your own private beach resort. 5BR/5BA, 3min walk to beach!

Captiva Island house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,238

Captiva Shores 6A

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$311

Gulf-front,ON Beach ,Prvt.'Resort' ,FamilyFriendly, Events, 20X40 Htd Pool & SPA

Captiva Island house

6 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 1 hour 55 minutes

Price per night from

$1,252

Anthony Beach Cottages Sunset Captiva 49

Captiva Island house

2 bedrooms / 3 bathrooms / sleeps 5

Price per night from

$286

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

$575

Baybarlyn-Clean, Private, Serene, and Sunny refuge

Captiva Island house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$684

Arcadia-Stunning Gulf Front Beauty!

Captiva Island house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,349

Summer happiness

Captiva Island house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$726

Bird of Paradise- 11525 Chapin Ln

Captiva Island house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$536

Be Hibiscus 38

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 27 minutes

Price per night from

$259

Captiva Island Beach Front 2 Bdrm Vacation Rental

Captiva Island condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$328

South Seas Beach Villa 2412

Captiva Island condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$261

Holley House

Captiva Island house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$561

Viewing 38 of 2,141
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
Captiva Beach Villas - Ark- Luxury Townhome
A very relaxing stay!

The home was ideally located in a quiet part of town across from the beautiful gulf beach! It had a beautiful pool, was beautifully and freshly decorated, comfortable and spacious! It had access to a private dock in the back and was close to many restaurants and water sports. We enjoyed our stay, swimming, shelling, trying different water sports in the calm waters, relaxing, taking in the vistas including the magnificent Captiva sunsets, eating out and in, and exploring nearby attractions, including a wonderful Captiva sunset cruise out of the South Seas Resort and the quite amazingly preserved historic Sanibel town. It was just the house we were looking for with just the right location as well! My only advice would be to update the games that are in the house for the guests to enjoy. Otherwise, the house is fully appointed and perfect! (Note, check in was easy but check out was not as we did not want to leave....and we would've appreciated a noon checkout vs. a 10 am checkout.)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 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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