A welcome sign to Captiva surrounded by tropical vegetation.

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November 2026

December 2026

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Our top choices for Captiva Island cottages

A room with a large white door leading to an outdoor area with a wicker chair and a bottle of wine.

1. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Captiva

Juan

AED 2,348 total

includes taxes & fees

7 Nov - 8 Nov

A covered outdoor area with white chairs, a ceiling fan, and large windows overlooking a garden.

2. Gorgeous Renovated Cottage steps to beach!

Captiva

"We booked a two bedroom but actually received two one bedroom duplexes with a door between. There were not adequate utensils (no spatula) and very few dishes. The property was right on the side of a very busy street and was not oceanfront like we expected. We had a parking lot behind us, busy street to the side and another road just steps from the front door. One side of the duplex had a mini split not central air and then til would not go cooler than 72 degrees which in our world is too hot to...

cindy o.

AED 4,954 total

includes taxes & fees

17 Nov - 18 Nov

A modern building with a glass facade, surrounded by tropical vegetation and outdoor seating.

3. Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Captiva

Anonymous traveler

AED 2,215 total

includes taxes & fees

10 Nov - 11 Nov

A covered patio area with a table and chairs, large windows, and a view of the surrounding landscape.

4. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

West End

Nancy K.

A single-story building with a beige exterior and a red door.

5. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

East End

Stephen

AED 1,125 total

includes taxes & fees

16 Nov - 17 Nov

A bathroom with a toilet, sink, and mirror.

6. Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

East End

Eric W.

AED 1,129 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

7. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

East End

Trina S.

AED 1,257 total

includes taxes & fees

16 Nov - 17 Nov

A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

8. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Bokeelia

Lisa E.

AED 785 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a covered porch, a small front yard, and a palm tree.

9. Romantic Getaway, #302, 2 min walk to the beach.

Mid Island

Joseph W.

A covered patio with a pool table, chairs, and a dining table.

10. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

Iona

A row of three beach houses with white railings and a gravel driveway.

11. Iconic Anchor Inn A-Frame Cottages

Mid Island

Teresa H.

A small, single-story building with a white exterior and a green roof, labeled 'Malu Lento.'

12. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

Bokeelia

AED 1,458 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

13. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

West End

Catherine B.

AED 1,675 total

includes taxes & fees

5 Dec - 6 Dec

A covered patio with a table and chairs, a thatched roof, and a view of a blue house and greenery.

14. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

West End

Robin H.

AED 1,721 total

includes taxes & fees

14 Nov - 15 Nov

A paved pathway leading to a house with a white fence and a large bush.

15. Quaint beautiful backyard sanctuary

Fort Myers Beach

"We had a great stay! The home was in the perfect location—close to everything we needed while still being peaceful and relaxing. The backyard was definitely the highlight, with a beautiful pool and plenty of space to unwind. It was the perfect place to relax and enjoy our vacation. We would absolutely stay here again and highly recommend it to anyone looking for a comfortable and relaxing getaway!"

Kate N.

AED 2,626 total

includes taxes & fees

6 Nov - 7 Nov

A small building with a sign for guest laundry and beach carts.

16. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

East End

Dan S.

A small, wooden building with a sign for guest laundry and a cart labeled "The Parrot Nest."

17. Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

East End

Laurén A.

AED 1,126 total

includes taxes & fees

1 Dec - 2 Dec

18. Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

East End

Anonymous traveler

AED 1,201 total

includes taxes & fees

9 Nov - 10 Nov

An outdoor patio with a covered seating area, a red umbrella, and a view of the surrounding neighborhood.

19. Private Pool! Game Room! Very Close to Downtown!

Hancock

AED 1,994 total

includes taxes & fees

8 Nov - 9 Nov

A house with a gravel driveway leading to a blue building with a porch.

20. Beach Days & Backyard Nights! Fort Myers Retreat

Harlem Heights

AED 1,234 total

includes taxes & fees

23 Nov - 24 Nov

View all properties

Learn more about Captiva Island

Explore the seaside area of Captiva Island—island views, kayaking, and sights from Captiva Beach to Turner Beach.

See all hotels in Captiva Island

Top reviews in Captiva Island

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white roof.

Tween Waters Island Resort & Spa

Captiva

10/10 Excellent

Jim

South Seas

Captiva

10/10 Excellent

Our time at South Seas was great! Yes they are still rebuilding some areas and adding on more amenities, but we still had a great time. We stayed at a beach villa which was i. Pristine condition and very comfortable for our family of four. The marina side pools and slides were very fun and in great shape. The service we recieved was top notch. We were also provided a smores kit upon check in for the kids to use at their fire pit at night. Highly recommend this resort on Captiva.

Brandon

A resort with a pool, thatched umbrellas, and palm trees.

Off the Charts Inn & Out Island Resort

Saint James City

10/10 Excellent

The property was in the middle of a remodel so there were only 5 rooms available which made it very quiet. The unit was very clean. The amazing thing about the property was the canal in the back. The manatees were swimming around everyday. They were awesome to see. One evening there were dolphins playing in the canal. There was a great restaurant within walking distance that had great food, drinks and live music every night.

Bobbie

A resort with multiple-story buildings, palm trees, and a well-maintained lawn.

Sanibel Island Beach Resort

Mid Island

10/10 Excellent

Linda

A large, two-story house with a wrap-around porch and a steeply pitched roof.

Casa Ybel Resort

Mid Island

10/10 Excellent

KnA Dutcher

A covered outdoor dining area with a round table and white chairs, surrounded by large windows offering views of a garden with plants and a thatched umbrella.

Driftwood Inn

Mid Island

10/10 Excellent

The cottage was clean and updated with everything you need, toiletries, kitchen pans and utensils, a full beach cart with everything needed for the beach. I took a few naps in the sun in the hammock. The location is great, an easy block to the beach. The only thing we had difficulty with was the gas grill did not heat up sufficiently to cook burgers. It was an incredible relaxing place for a family vacation, highly recommend it

robin

A hotel with multiple buildings, a pool area, and a beach.

Pink Shell Beach Resort and Marina

Fort Myers Beach

10/10 Excellent

This is a wonderful place, the adult pool was priceless because of so many children. Food was exceptional for a resort, the only real gripe is the drink prices. 9 bucks for a draft Modelo in a plastic cup. I had two mixed drinks and the wife two Mocktails and it was $60 dollars. I get it, its a resort but they are making a killing off the booze, I noticed many folks just brought their own because of this. Lower the price and you will sell more.

TIMOTHY KEVIN

A swimming pool area with lounge chairs and palm trees, surrounded by buildings and a sunset view.

Sanibel Inn

East End

10/10 Excellent

Kurt

A Holiday Inn Express building with a clear entrance, palm trees, and a purple sky.

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Caloosahatchee

10/10 Excellent

Lina

A balcony with a view of the beach, wicker chairs, a table, and a railing.

Margaritaville Beach Resort Fort Myers

Fort Myers Beach

10/10 Excellent

Angela

An outdoor dining area with tables and chairs, a fire pit, and a view of the water.

The Westin Cape Coral Resort At Marina Village

Pelican

10/10 Excellent

danica

A balcony with white chairs and a table overlooking a beach with palm trees and a tennis court.

Best Western Plus Beach Resort

Fort Myers Beach

10/10 Excellent

newly re-opened, clean, staff was fantastic, pleasant, social, housekeepers were excellent, (thank God for English to Spanish app). clean up from hurricane still going on so beach a little noisy but still relaxing. didn't like that there wasn't a safe in room, beds and linens very comfortable, breakfast was fresh/hot/good selection, great coffee. good company with a parrot named Coco lol. would stay again and recommend

paula

A two-story building with a blue exterior, a dock, and a boat.

MALU LANI Inn & Marina

Bokeelia

10/10 Excellent

Kyle

A coastal hotel with multiple buildings, a tennis court, and a view of the ocean.

Sundial Beach Resort & Spa

Mid Island

10/10 Excellent

My boyfriend & I stayed for 8 days & 7 nights....The hotel was very nice & the beach was amazing and only steps away from the hotel center. We loved using the kayaks & paddleboards that are included in the stay! We were able to get fresh towels for the beach as often as we liked. Staff was very helpful! The bar & restaurant on site are a little pricey but the food was good. Many restaurants are close by and we explored off the island to eat! Dixie fish co. in Fort Myers beach was one of our...

Anonymous traveler

A rustic outdoor bathroom with a wooden deck, a white sink, and various seashells scattered around.

Tarpon Tale Inn

East End

10/10 Excellent

Karen

A waterfront patio with Adirondack chairs, a fire pit, and a view of the water.

Matlacha on Shoreview

Cape Coral

10/10 Excellent

Upon arrival room was ready. We received the room we booked, lower level, one bedroom suite poolside with screen porch. It was clean, cool, and ready for occupants. The area was very safe and the property was very well maintained and quiet. We liked fishing from the dock and caught quite a variety of fish. We would definitely stay there again. In addition they had very good internet and a nice large TV which my husband was able to enjoy football.

Pamela

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Search Cottages in Captiva Island

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Captiva Island cottages

1. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

2. Gorgeous Renovated Cottage steps to beach!

3. Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

4. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

5. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

6. Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

7. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

8. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

9. Romantic Getaway, #302, 2 min walk to the beach.

10. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

11. Iconic Anchor Inn A-Frame Cottages

12. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

13. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

14. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

15. Quaint beautiful backyard sanctuary

16. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

17. Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

18. Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

19. Private Pool! Game Room! Very Close to Downtown!

20. Beach Days & Backyard Nights! Fort Myers Retreat

Learn more about Captiva Island

Top reviews in Captiva Island

Tween Waters Island Resort & Spa

10/10 Excellent

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