Captiva Cottages

A beach with a wooden pier, a small house, and dense trees.

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Our top choices for Captiva 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

includes taxes & fees

14 Nov - 15 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.

includes taxes & fees

15 Nov - 16 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 traveller

includes taxes & fees

10 Nov - 11 Nov

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

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

West End

Erica C.

includes taxes & fees

15 Nov - 16 Nov

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

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

East End

Trina S.

includes taxes & fees

16 Nov - 17 Nov

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

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

East End

Stephen

includes taxes & fees

16 Nov - 17 Nov

A compact room with a bed, a dining area with a table and chairs, a kitchen area, and a painting on the wall.

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

East End

Eric W.

includes taxes & fees

10 Nov - 11 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.

includes taxes & fees

10 Nov - 11 Nov

Two striped beach chairs and a yellow umbrella on a sandy beach with a clear blue ocean in the background.

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

Mid Island

Joseph W.

includes taxes & fees

12 Nov - 13 Nov

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

10. Iconic Anchor Inn A-Frame Cottages

Mid Island

Teresa H.

includes taxes & fees

10 Nov - 11 Nov

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

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

West End

Catherine B.

includes taxes & fees

15 Nov - 16 Nov

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

includes taxes & fees

16 Nov - 17 Nov

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

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

West End

Nancy K.

includes taxes & fees

9 Dec - 10 Dec

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

14. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

Iona

includes taxes & fees

1 Dec - 2 Dec

A small, single-story building with a metal gate and a window.

15. Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

Jacarandas

Kari M.

includes taxes & fees

10 Nov - 11 Nov

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

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

East End

Laurén A.

includes taxes & fees

15 Nov - 16 Nov

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

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

East End

Sara

includes taxes & fees

10 Nov - 11 Nov

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

East End

Anonymous traveller

includes taxes & fees

14 Nov - 15 Nov

A covered porch with wicker furniture, a glass table, and a view of the outdoors.

19. Boat access only rental on private island

Placida

Andrew S.

includes taxes & fees

12 Nov - 13 Nov

A covered patio with a round table set for four, surrounded by wicker chairs.

20. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Englewood Central

Shawn G.

includes taxes & fees

10 Nov - 11 Nov

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Top Captiva Hotel Reviews

Tween Waters Island Resort & Spa

10/10 Excellent

"Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again."

North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

10/10 Excellent

"Excellent stay at a wonderful home! Perfect location, so close to the beach. Well stocked, lots of towels, beach chairs and kitchen equipment. Nice touches with coffee and snacks. It was so nice to have a golf cart available. Loved it so much, booking for next year!"

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

10/10 Excellent

"Such a beautiful location! The beach was covered in shells—I’ve never seen so many in my life! Everyone we met, from the taxi driver to the ferry crew, was kind and helpful. Our house hosts, Bob and Wendy, were especially helpful and made us feel welcome. A wonderful place to relax and make memories!"

BEACHFRONT LUXURY ISLAND HOME PRIVATE SWIM SPA~FISHING DOCK~GOLF CART STUNNING

10/10 Excellent

"We did discover a crack in the front porch area towards the beach and did report it. The showers in the ground floor bedrooms splashed water out on the floors when showering. Functionally they worked. We had a wonderful time at the property! Enjoyed our stay immensely. Thank You so much!"

North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED

10/10 Excellent

"I cannot fully explain how much we love this place. The home itself is a traditional Florida home. LOTS of windows, all wood floors, all the modern conveniences you'll need. But the awesomeness is the setting, and the nature. Dolphins, manatee, shells, iguanas, birds galore, all within 30-40 feet of the deck.You will not find a more authentic nature experience. We've already booked our return!!!"

Find out more about Captiva