Vacation Rentals & House Rentals in Captiva Island

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2,491 house rentals

(8) Excellent 

29

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

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$161

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$161

10

Nestled in Tropical Vegetation, Steps to the Beach

Southwest Gulf Coast / Captiva Island

Captiva Island house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.5 mi
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

(11) Excellent 

20

Ricks Retreat In Captiva Florida

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“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
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Price per night from

$258

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$258

(3) Excellent 

26

SAND ANCHOR in Sunset Captiva #19

Southwest Gulf Coast / Captiva Island

Captiva Island house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$264

Price per night from

$264

30

Winshall Home

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$997

Price per night from

$997

(35) Very Good 

40

174-The Green Flash

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great View ... BUT” if you are traveling with kids ... I like my bedroom on a separate floor so they can stay up late, etc. There was no "kid space" in this house. Also, kitchen wasn't as well equipped as I was used to. But the VIEW was incredible.
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Price per night from

$385

Price per night from

$385

(9) Excellent 

19

Pelican Brief right on the beach

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“The Perfect Relaxing Vacation!!!” This house was perfect for our family of 5. My husband and son fished off the beach and off the private dock. We also brought our own jet skis and were able to keep them at the dock. My girls and I loved being able to
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Price per night from

$500

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$500

24

Sanga Na Langa Village Area Captiva Home With Pool and Hot Tub

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$429

Price per night from

$429

(21) Very Good 

50

169-Key Lime Time

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Key lime” Great location, modern home, extra expenses, límited stores, strict check in and out time, very nice beach
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Price per night from

$340

Price per night from

$340

(14) Very Good 

24

258-Turtle Trax

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“It was a perfect place for the four of us. Very relaxing and en” The home was ideally located especially for the beach. There were no problems and we really felt comfortable. The pool being screened was an added plus. We really enjoyed the outside
…see more

Price per night from

$250

Price per night from

$250

(4) Excellent 

100

219 - Latitude Adjustment

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$450

Price per night from

$450

27

GREEN FLASH

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$541

Price per night from

$541

(3) Very Good 

42

Aloha Baby- 5 Bedroom Luxury Pool Home !

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$928

Price per night from

$928

28

Captiva Shores 5B

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$283

Price per night from

$283

22

Lollipop Captiva

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$524

Price per night from

$524

44

437 - LongLook Beachhouse

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$485

Price per night from

$485

(19) Excellent 

33

073C - Island Time I

Southwest Gulf Coast / Captiva Island

Captiva Island house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Our Private Paradise!” Our second stay in this waterfront cottage. Been visiting the island since 2002, so the staff knows us. A wonderful experience when you can reserve it. It is a favorite spot because of its fishing dock, views, sun, beach, pool
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Price per night from

$241

Price per night from

$241

(30) Very Good 

24

085-Gulf Breeze Cottage

Southwest Gulf Coast / Captiva Island

Captiva Island house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Ready to go back!” This was a well kept place with close proximity to the beach and awesome sunsets! The hot tub was a nice bonus and the screened in porch was a nice place to enjoy the evenings. The island is great!
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Price per night from

$113

Price per night from

$113

(1) Excellent 

39

086-Silverseas Cottage

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$225

Price per night from

$225

15

Beach house captiva Island

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 9 6 nights min

  • 4 bedrooms
  • sleeps 9
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$641

Price per night from

$641

(10) Excellent 

11

"Romantic" Coquina Cottage ON the Beach~Pet friendly~Fall Deals BOOK NOW

Southwest Gulf Coast / Captiva Island

Captiva Island cottage

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“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 eve
…see more

Price per night from

$273

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$273

(21) Very Good 

26

170-Solitude

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“The best yet” We have been coming to the island for about 7 years, renting different houses each time. We are a 3 generation family of 12 with children, teenagers, parents and grandparents. Solitude was a great house, well maintained and comfortabl
…see more

Price per night from

$335

Price per night from

$335

(1) Excellent 

24

New Latitude Beach Estate

Southwest Gulf Coast / Captiva Island

Captiva Island house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,414

Price per night from

$1,414

(1) Excellent 

26

Beautiful Condo steps to the beach - with Golf Cart!

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$290

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$290

26

019- Dolphin Cottage

Southwest Gulf Coast / Captiva Island

Captiva Island house

2 7 3 nights min

  • 2 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$180

Price per night from

$180

(1) Excellent 

40

Murmond-Captiva

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$662

Price per night from

$662

(12) Very Good 

49

139 - Isla Vista

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Booked for next year before we left!!” What a special place! We loved this house. It is very comfortable and had everything we needed. We loved the privacy of the pool. The many decks are welcoming places to watch the birds flying around, read a book
…see more

Price per night from

$180

Price per night from

$180

44

528 - Coral Cottage

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$175

Price per night from

$175

(10) Excellent 

24

Relaxing Near Beach Captiva Island Pool Home

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“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
…see more

Price per night from

$399

Price per night from

$399

(1) Excellent 

27

Captiva Shores 3A- Bay Breeze Cottage

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
“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
…see more

Price per night from

$322

Price per night from

$322

(10) Very Good 

44

059-The Tin Snook

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Tin Snook 059” Very adequate for our extended family EXCEPT one of the beds was a mattress on the floor (twin/trundle). We lacked for nothing as far as supplies - even an extra golf cart and outdoor shower. We would book again.
…see more

Price per night from

$106

Price per night from

$106

48

Sea Otter

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$584

Price per night from

$584

(13) Very Good 

24

159-Flamingo House

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Highly Recommend” If you are looking for a quiet relaxing get away then this is the spot. The island is quaint and a great place for families with small children. The house was very well maintained and in excellent condition. We didn't count the
…see more

Price per night from

$141

Price per night from

$141

35

Sunset Captiva 302

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$489

Price per night from

$489

(61) Excellent 

50

North Captiva New Lux Beach Front Home w/ Pool/Spa

Southwest Gulf Coast / Captiva Island

Captiva Island house

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Spectacular. That is all you need to know.” This is the perfect NCI family house to stay in. No other home offers such a child friendly environment. All the kids loved their room and bath, especially claiming a bunk of their favorite color. The out do
…see more

Price per night from

$429

Price per night from

$429

(14) Very Good 

24

201-Bydesign On The Beach I

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Family Paradise” We rented a very nice house on the beach in North Captiva - we loved the fact of accessing the island by boat (only access) bringing along our groceries (no stores on the island), getting around walking, cycling or driving little golf
…see more

Price per night from

$129

Price per night from

$129

(1) Excellent 

17

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

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$221

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$221

(7) Excellent 

34

Sea Dreams: Luxury Ocean and Beach Front Townhome

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$250

Price per night from

$250

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.