Vacation Rentals & House Rentals in Captiva Island

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846 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

$346

"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

$1,082

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

$1,439

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

$494

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

$646

Captiva Star - Luxury Near Beach Home on Captiva

Captiva Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

Price per night from

$3,016

Captiva Waterfront Luxury Home Rental

Captiva Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Price per night from

$1,727

Sunsplashed -- Your own private tropical island resort!

Captiva Island villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,642

Great rentals within 20 miles that match your search

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

$247

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

$248

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

$208

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

$310

Fun in the Sun Beachwalk Isles Fort Myers Florida

Fort Myers villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$160

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

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$345

SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$259

Just Seconds From The Beach at Pointe Santo, A3

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$379

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

$167

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

$248

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

Price per night from

$249

Paradise on Earth - Direct Beach Front Condo with High Speed Internet

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“fabulous” This condo is beautiful. We watched the dolphins from the balcony. We enjoyed the heated pool. Access to the beach is right there. The condo had everything we needed and more. Beautifully decorated . We would highly recommend it.

Price per night from

$165

3 BR/2 BA- Quiet South end of Fort Myers Beach

Fort Myers Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Updated condo, great pool, awesome owner” This is a great rental condo. It is in a great location on a marina, just across the street from the beach (just an easy 5 minute walk). A real bonus is the location near the Santini Plaza. The Plaza has great restaurants, a liquor store, a hardware store and other shopping. There is a CVS next to the Plaza. The pool is beautiful and the largest on the island. It was great to have the extra space of a 3-bedroom, 2-bath unit. Vito is a fantastic owner. He is easy to contact and genuinely cares about his renters.

Responds fast! avg. 3 hours 45 minutes

Price per night from

$259

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

Price per night from

$197

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

Price per night from

$158

Casa Bones Del Mar - Family Reunion House. STR # 20-0041

Fort Myers Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“3 childhood friends back to Florida again after 30 years, along” This beach home was a perfect location for the pleasures of a beautiful beach. It accommodated us quite nicely. The close proximity to the pier, time square,restaurants and grocery stores was nice, however the trolley was a little unreliable at times. It can become quite the busy stip. The kids enjoyed the dolphins that can be seen frequently on the shores of the beach and at the pier. Our son was a frequent fisherman on the beach catching shark, catfish and jacks! Coming from Canada in February was a definite break from our long cold winter. The Florida sunshine made us crave our long awaited Spring.

Price per night from

$691

NATURES VIEW FAMILY REUNION HOME STR#20-0064

Fort Myers Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great family fun!” Our extended family live far apart so we rented the house for a week to spend some time together. There were 13 of us staying in the house, 5 ages thirteen and under! We had a great time. The kids loved the pool and all the space in the house. There was enough room that we didn't feel like we were tripping all over one another and each had our own space. The walk to the beach is easy and short so frequent trips were made there. It is also only a little over a mile to the "Plaza" where there are lots of stores, restuarants, etc. The wagon was very helpful for the little ones when we made this trip. The owner is very easy to work with and the house is well stocked with towels, dishes, toilet paper, etc. I would recommend this house to anyone wanting a vacation away from home. We loved it!!

Price per night from

$921

2 Bedroom Penthouse Sanibel Gulf Front Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!

Price per night from

$354

House Sunset Palace with heated pool on canal

Cape Coral house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“The perfect for a family vacation !” We found Sunset Palace to be very comfortable for our large family and very well located. Close to everything we needed. The house was very well maintained and clean. The kids loved the heated pool and I loved the spacious lanai.The rental company was efficient and friendly.We wouldn't hesitate to rent again. Thanks Vacationhit.

Responds fast! avg. 3 hours 0 minutes

Price per night from

$282

Cape Coral Vacation Villa

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great Week” The house was spotless. Well equiped. Felt right at home. Would deffinately stay at this home again. Owner was great.

Price per night from

$288

Price per night from

$254

SUNNY POOL GULF ACCESS CANAL 3 BEDROOMS HOUSE

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to come back!” This house was huge and it was stocked with everything you could need. From pool floats, to a grill, to beach chairs and umbrellas, to bicycles, you won't be bored! Bob and Elayne were excellent, giving tips on what to do and where to go and great communicators. The pool was fantastic and the dock was perfect for my husband to fish from. We can't wait to go back!

Price per night from

$149

Price per night from

$280

Island House (Beautiful SW Cape) - life is full of choices, choose wisely!

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$303

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$254

2018 Hurricane Deck Boat included with Beautiful Yacht Club Pool Home

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic holiday” We thoroughly enjoyed all aspects of this holiday. The accommodation was very comfortable and lacked nothing. We were lucky with the weather - only 1 day of rain, and although we saw plenty of lightening we were unaffected by storms. The boat made the holiday for us - it was such a joy to go dolphin spotting, and we spent most days on the water just to keep cool! Some lovely eating places - we would highly recommend The Boathouse, Nervous Nellies and Iguania Mia. Go to The Tiki Hut for the atmosphere and experience when a band is playing!

Price per night from

$426

Waterfront Villa Cape Florida with Gulf access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely elegant!!!” We had a wonderful stay in lovely Villa Cape Coral! We were in awe of the beauty - absolutely elegant home & furnishings, spotlessly clean, & a gorgeous location! It was perfect! We loved using the kayaks to explore the canals & the connecting ecological preserve. We also rented the boat & went out around Sanibel & Captiva Islands ~ what an adventure! Such beauty to see and so many dolphins swimming near us too! It was an amazing time! Grilling & dining out by the pool and relaxing in the pool & spa was such a glorious way to end each day! We felt like we were in paradise ~ we've only been home a week and are already talking about when we can plan our next vacation there! Mark & Diane Stumne Maple Grove, Minnesota

Price per night from

$173

Pointe Santo E34, Direct Gulf Front Luxury

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Breathtaking views from a spacious and luxurious home!” Everything was fabulous about this beach-front vacation home. The condo itself was very well-appointed and comfortable. It seemed as if all of the furnitue, bedding and kitchen sundries were all new, and the unit was very clean upon arrival. The screened in balcony provided us with awesome views of the gulf and we could even see our children playing on the beach below. Having a large pool on the property was also very nice. The grounds were beautiful and well-kept. Our children participated in a variety of activities provided by the clubhouse for a nominal fee. They brought home terrific crafts made from seashells that they will cherish. This home is close to restaurants and shopping, but that is all secondary to the picture perfect views and the sound of the gulf water -the whole reason we came to vacation in Sanibel inthe first place. We'll definitely come back and stay in this same home again.

Price per night from

$419

Villa Lavender - Stunning panorama view, relax setting and watch fish jump.

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful retreat, lovely views” Villa Lavender is in a quiet neighborhood on a canal. We loved watching the fish jump. One day we saw a porpoise. Amazing! The house is clean and comfortable. We loved that there are four rooms with sliders opening onto the screened lanai. We opened the sliders in the early morning and enjoyed the breezes...heavenly. The villa is close to the post office, banks, grocery stores, restaurants and several shopping areas within a short distance.

Responds fast! avg. 1 hour 16 minutes

Price per night from

$263

Casa Mia Beach House STR # 20-0043

Fort Myers Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

“Outstanding” Updated and very clean, literally steps away from a clean beautiful white sand beach. The house has everything you need for your stay. The location on the beach strip was great. The grocery store is a few minutes away, very convenient. The views from the balconies were wonderful. Very comfortable house.

Price per night from

$691

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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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