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Vacation Rentals & House Rentals in Captiva Island

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1,381 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!).

Responds fast! avg. 2 hours 58 minutes

Price per night from

$310

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

$586

"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 44 minutes

Price per night from

$401

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 14 minutes

Price per night from

$490

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 14 minutes

Price per night from

$556

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 35 minutes

Price per night from

$686

Luxurious Waterfront Condo at South Seas Resort- Bikes Included

Captiva Island house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$400

Modern Bayside Villa in South Seas Resort

Captiva Island condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$400

Harbor Front Condo at South Seas Resort- Includes Bikes

Captiva Island apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 35 minutes

Price per night from

$343

Ultra Luxe Beach Villa at South Seas Resort

Captiva Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

Price per night from

$572

Be Hibiscus 38

Captiva Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 12 minutes

Price per night from

$258

Captiva Star - Luxury Near Beach Home on Captiva

Captiva Island house

5 bedrooms / 5 bathrooms / sleeps 18

Price per night from

$2,000

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,324

Great rentals within 20 miles that match your search

Lakeview

Fort Myers villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$139

Waterfront Heated Pool Propert

Cape Coral villa

3 bedrooms / 2 bathrooms / sleeps 8

“Wonderful place! Relaxing!” Owners were nice people to work with, answered questions in a timely manner. The place was very comfortable, quiet, and enjoyable. Would definitely return!

Price per night from

$180

Halcyon Days, great location, 2 en suite masters, near amenities, well equipped.

Fort Myers house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 23 minutes

Price per night from

$209

Island Villa + 33 Foot Infinity Pool, Dolphin Visits

Fort Myers Beach villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 54 minutes

Price per night from

$274

2BR/2BA CONDO North Fort Myers Quiet near Marina

North Fort Myers apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$67

Paradise in Fort Myers

Fort Myers villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 1 minutes

Price per night from

$139

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

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

$401

Luxury Condo on Beach Sleeps 6 Sanibel Island, FL

Sanibel Island apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 34 minutes

Price per night from

$311

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

$229

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

$304

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 46 minutes

Price per night from

$308

BOWMAN'S BEACH HOUSE, Sanibel Island, Florida

Sanibel Island house

3 bedrooms / 3 bathrooms / sleeps 6

“A wonderful treetop beach house” We loved our time at Bowman's Beach House. The home is spacious, beautifully yet comfortably appointed with little extras, ideal for the weather with many doors to let in breezes as well as a fireplace for a cool evening. With our family ranging from grandparents, parents, a teenager and a baby - it was great for all of us. Comfortable beds with soft linens and well planned kitchen supplies really helped make our cooking easy. The short walk to the beach was just right - and midway between Captiva and central Sanibel was ideal. The sun deck as well as the lovely screened deck provided lots of time for relaxing and sunset dining. A very special place...

Price per night from

$220

Beautiful beachy condo on quiet end of Sanibel Island, Florida

Sanibel Island apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$135

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

$144

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 1 minutes

Price per night from

$139

2 Bedroom Beachfront Condo at Sanibel Harbour

Fort Myers apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$195

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

Cape Coral villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$195

***Sanibel Island - Best Kept Secret!! Free Kayaking and Private Beach Access

Sanibel Island condo

2 bedrooms / 2 bathrooms / sleeps 6

“Quiet, private, homey feel” The condo was very clean and spacious. The owner provided chairs, umbrellas, beach cart, beach towels, cooler, everything you needed to have a great stay. We enjoyed playing the provided games in the room at night. We were pleasantly surprised by how quiet the area was. The pool is large and easy to find a place in the sun or shade depending on your preference. The beach is a longer walk than we had anticipated but it is mostly shaded, but the quietness and private beach access made up for the distance. If you love Sanibel you won't be disappointed in this unit. We commented numerous times that the area seemed more relaxing than other beach vacations we have taken.

Price per night from

$168

Viewing 38 of 1,381
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
Charming Captiva Cottage
Wonderful place to stay in ideal location!

I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we needed during our stay. The location has a private feeling, but is close to the beach, and other amenities. We really enjoyed the screened in porch and nice pool area. It was also wonderful to have all the beach gear we needed, already there! My mom and dad celebrated their 35th wedding anniversary, by renewing their vows at sunset one evening. There was no one else on the beach, we had it all to ourselves, and the ceremony was beautiful!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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