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Featured Cottages in Pine Island

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

9.6 out of 10, Exceptional, (43)
"Proximity to things to do on the island was great!"
The price is AU$423
includes taxes & fees
4 Aug - 5 Aug
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

Near beaches! 2100 square foot heated pool home on the Golf Course!

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great property- we especially enjoyed the pool area and viewing the sunset from thereWell stocked kitchen and comfortable beds. In the area try Coffee & Friends for breakfast, Sassy tarts for baked goods, Placida Fish market for fresh seafood, Englewood farmers market for fresh produce And don’t forget to visit Gasparilla Island - the sun always seems to shine thereWe will be back!"
Near beaches! 2100 square foot heated pool home on the Golf Course!

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

9.6 out of 10, Exceptional, (45)
"Great place "
The price is AU$412
includes taxes & fees
6 Aug - 7 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

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

9.4 out of 10, Exceptional, (33)
"Great location,close to beaches and restaurants. Loved having the bikes to get around without having to drive. Nice having beach chairs provided.Really liked our room and private patio."
The price is AU$423
includes taxes & fees
1 Sept - 2 Sept
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

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

9.2 out of 10, Wonderful, (63)
"Had a lovely stay.. close to beach and Food. "
The price is AU$417
includes taxes & fees
9 Aug - 10 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite

9.4 out of 10, Exceptional, (23)
"My husband and I thoroughly enjoyed our 4 night stay here! The property and neighborhood was perfect! Everything you need is provided, from kitchen to beach accessories! It was clean, and comfortable. Loved having the parking pass for the private beach area. I preferred something quiet away from the crowds, and this was perfect! I found so many beautiful shells! Can’t wait for our next trip! Would definitely book this place again!"
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite

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

9.4 out of 10, Exceptional, (54)
"Perfect setting for my yearly getaway"
The price is AU$414
includes taxes & fees
5 Aug - 6 Aug
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

9.8 out of 10, Exceptional, (16)
"Great property, very clean and comfortable! The pond in the backyard and wildlife was beautiful. Hosts were very responsive and accommodating!"
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

8.8 out of 10, Excellent, (13)
"Cute house as described, beautiful island, would love to return"
Spacious "Crab Cakes" Cottage on N. Captiva Island,FL with GolfCart and Starlink

Island Cottage-boat ramp nearby. Walk to Jug Creek Marina!

10.0 out of 10, Exceptional, (22)
"We had a wonderful time on the island. This home was very clean and an adorable beach"
Island Cottage-boat ramp nearby. Walk to Jug Creek Marina!

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (142)
"Clean"
Villa Mojito Dazzles

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

10.0 out of 10, Exceptional, (5)
"We stayed at the star fish little home away from home. This place was exactly as pictured. My neice and I absolutely loved this place and would highly recommend this to others. Price was well worth the stay to have privacy and all the amenities needed. We ate at local restaurants Coconut Joes was amazing and beach is close and absolutely beautiful!!"
The price is AU$291
includes taxes & fees
4 Aug - 5 Aug
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Studio#1-Back Bay Sunsets in Matlacha

10.0 out of 10, Exceptional, (9)
"We were very impressed with the cleanliness, comforts and the central location!!"
The price is AU$316
includes taxes & fees
4 Aug - 5 Aug
Studio#1-Back Bay Sunsets in Matlacha

Private Pool: Beachy Cape Coral Getaway!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
Private Pool: Beachy Cape Coral Getaway!

Captain's Cottage

3.5 star property
9.0 out of 10, Wonderful, (4)
"Nice property. Close to the beach."
Captain's Cottage

Honeymoon or Anniversary getaway beachfront with bay dock!

10.0 out of 10, Exceptional, (108)
"We had a wonderful stay. The house and property exceeded expectations! Rebecca and Andy were super accomodating, attentive, and went above and beyond to make our stay as special as was possible. House was equipped with everything we could ever need. Beautiful, peaceful location. We will be back!"
Honeymoon or Anniversary getaway beachfront with bay dock!

Island Life! King Bed Studio-Steps to beach

9.6 out of 10, Exceptional, (162)
"Room was quaint and clean with a comfortable bed. The room was warm without running the fan. Parking was difficult for our truck and the door code was extremely difficult to operate. Other renters were experiencing the same issue. Owner was communicative, helpful and provided update to information including local activities. "
Island Life! King Bed Studio-Steps to beach

Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

10.0 out of 10, Exceptional, (65)
"Our family of four had a fantastic stay at this condo. It was incredibly clean and had wonderful amenities. We loved the kayaks and bikes. The location was perfect and the beach access was close by. We look forward to booking here again! "
Oystercatcher at Shorebirds, Bikes and Kayaks 3 minutes walk to beach!

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

9.8 out of 10, Exceptional, (39)
"Great location,nice neighborhood,well equipped. We enjoyed our stay very much!"
The price is AU$662
includes taxes & fees
10 Aug - 11 Aug
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views

9.0 out of 10, Wonderful, (12)
"The place was very clean, the bed comfortable and all was good. With stone floors, I would suggest that all future guests bring their slippers. The only criticism I would make is that it is about .3 of a mile from the unit to the beach parking lot and then about the same from there to the beach, so the walk to the beach was further than we thought it would be from the listing. Because of that distance, you really do want to load up the car with he chairs and beach items rather than walk it."
West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between AU$291 and AU$662 per night. No matter your budget, you're sure to find an ideal place to get in touch with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Pine Island?
You can select from 72 cottages in Pine Island. Whether you're travelling with the kids, as a table-for-two or with a group of old friends, Expedia makes it easy to find your ideal digs.
What is there to do in Pine Island near my cottage?
There are plenty of attractions to see when staying in Pine Island. If your itinerary includes a few days in Bokeelia, Gasparilla Island State Park is a must-do.