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Compare 43 Cottages in Pine Island with updated reviews, rates, and availability.

Island Cottage in Bokeelia - close to fishing and water sports!
Outdoor dining

Island Cottage in Bokeelia - close to fishing and water sports!

10.0 out of 10, Exceptional, (9)
"Home was just as listed. Host was great!! I would definitely stay again "
Island Cottage in Bokeelia - close to fishing and water sports!
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Aerial view

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

9.6 out of 10, Exceptional, (38)
"Great place - thanks so much!"
The price is ￥42,236
￥64,520 total
includes taxes & fees
Jan 8 - Jan 9
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Aerial view

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

9.6 out of 10, Exceptional, (34)
"please was very nice and comfortable close to several places"
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Aerial view

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

9.6 out of 10, Exceptional, (46)
"Great location! Loved access to beach chairs, towels and bikes. Cute rental that has everything you need. Beach is walking distance. Wickies restaurant across the street is amazing!"
The price is ￥39,253
￥61,657 total
includes taxes & fees
Jan 20 - Jan 21
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Aerial view

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

9.4 out of 10, Exceptional, (40)
"Great location and very comfortable cottage, but kitchen equipment almost non existent. We didn’t need to use the enormous oven but no oven ware at all if we did. Very little workspace due to unnecessarily huge oven and sink. Outside space was nice but was in full sun with no shade at all so we couldn’t use it. Bed was great but bathroom tiny and could do with a shelf and a shower gel holder."
The price is ￥42,287
￥71,515 total
includes taxes & fees
Jan 21 - Jan 22
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Fridge, microwave, coffee/tea maker

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

9.2 out of 10, Wonderful, (49)
"We had a wonderful stay, and would definitely stay again..."
The price is ￥39,253
￥62,128 total
includes taxes & fees
Jan 9 - Jan 10
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Adorable Guest house with 2 bedrooms-Great Location
Terrace/patio

Adorable Guest house with 2 bedrooms-Great Location

9.6 out of 10, Exceptional, (52)
"Everything was so sweet and very well put together! It was myself and 2 sons for a baseball tournament and Rolando was AMAZING!"
Adorable Guest house with 2 bedrooms-Great Location
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Beach nearby, sun loungers, beach towels

Beach Cottage on Private Little Gasparilla Island, relax & unwind!

9.8 out of 10, Exceptional, (17)
"What a wonderful week!! This property couldn’t have been more perfect. The house had everything we could have possibly needed- towels, beach supplies, kitchen supplies, bedding, etc. It was all on hand. The beds were so comfortable and we all got great sleep after playing on the beach all day. The screened porch was also a huge bonus- we enjoyed multiple dinners outside with garden lights on together as a family. The shower outside was super convenient - none of the kids ever came inside to...
Beach Cottage on Private Little Gasparilla Island, relax & unwind!
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Beach nearby

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

9.0 out of 10, Wonderful, (21)
"WAS NICE BUT NOT AS BIG AS THOUGHT IT WOULD BE"
The price is ￥47,003
￥86,312 total
includes taxes & fees
Jan 2 - Jan 3
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
Aerial view

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

9.4 out of 10, Exceptional, (24)
"It was close to the ocean"
The price is ￥35,955
￥56,853 total
includes taxes & fees
Jan 10 - Jan 11
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Beach

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

9.8 out of 10, Exceptional, (36)
"Good communication, great location, private and clean. We never left the island! Enjoyed using the bikes and private beach access. Close to all restaurants but in a residential like setting. Would highly recommend this cute cottage. Would definitely return."
The price is ￥51,719
￥92,148 total
includes taxes & fees
Jan 3 - Jan 4
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Villa Mojito Dazzles
Beach nearby

Villa Mojito Dazzles

9.8 out of 10, Exceptional, (136)
"Amy was a wonderful host. She found a lovely place for us when Manasota Key was devastated by the hurricane. She and her team were great to work with and our stay was wonderful!"
Villa Mojito Dazzles
Villa Margarita Sparkles
Beach nearby

Villa Margarita Sparkles

9.8 out of 10, Exceptional, (136)
"We loved this property/location. Unfortunately we had to leave a day early due to Helene. The owner was very concerned about this and offered to refund us the day we missed. I would definitely stay here again. "
Villa Margarita Sparkles
Sunny cape coral 2 Bedroom 2 full bath Oasis
Beach

Sunny cape coral 2 Bedroom 2 full bath Oasis

Sunny cape coral 2 Bedroom 2 full bath Oasis
Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart
Fridge, microwave, oven, stovetop

Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart

9.6 out of 10, Exceptional, (7)
"Owner was exceptional to work with! Received prompt assistance upon arrival to help transport our luggage. Golf cart was a huge benefit to explore the island. North captiva is such a special island; we cannot wait to go back!"
Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart
Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Fridge, microwave, oven, coffee/tea maker

Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning

8.0 out of 10, Very Good, (2)
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Cozy Getaway with pool and minutes to the beach!!!
Outdoor pool, a heated pool

Cozy Getaway with pool and minutes to the beach!!!

9.8 out of 10, Exceptional, (16)
"We chose this place due to proximity to family who were staying in the area for the winter. We were there for Christmas where we enjoyed the pool, morning walks and everything else in the area. We enjoyed the space for our family of 4, two adults and a 9- and 6-year-old. We would highly recommend and plan on staying here for our future visits to the area."
Cozy Getaway with pool and minutes to the beach!!!
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Property grounds

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (181)
"Everything was great only thing it needed to have was a tv in the master bedroom "
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Cottage, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning

3.0 star property
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
Beach nearby

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

9.6 out of 10, Exceptional, (17)
"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
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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Other property types in Pine Island

Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Fridge, microwave, oven, coffee/tea maker

Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning

8.0 out of 10, Very Good, (2)
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
🔆🏝LITTLE PARADISE🏝🔆
Interior

🔆🏝LITTLE PARADISE🏝🔆

10.0 out of 10, Exceptional, (29)
"Nice place very comfortable. Enjoyed pool and golf cart."
🔆🏝LITTLE PARADISE🏝🔆
The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (700)
"Very enjoyable stay!"
The price is ￥46,244
￥51,793 total
includes taxes & fees
Jan 8 - Jan 9
The Suites at Fishermen’s Village- 2 Bedroom Suites
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.

Frequently asked questions

How much do cottages in Pine Island cost?
Cottages in Pine Island range between ￥35,955 and ￥51,719 per night. These retreats offer a chance to soak up nature’s beauty — at a price you can afford. These prices were 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?
Browse through 43 cottages in Pine Island and then secure your favorite. Whether you’re taking off on a family escape or a break with buddies, your perfect stay is clicks away with Expedia.
Why book your cottage in Pine Island with Expedia?
Expedia has some superb cottages in Pine Island, so start packing your bags for a memorable vacation on nature’s doorstep. If you have a set budget, click on how much you want to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a hot tub or a kitchen. We’ll help you find the right digs whatever your bank balance or plans.
How can I find cheap cottages in Pine Island?
Expedia can help you easily source cheap cottages in Pine Island. To book the perfect stay in a few quick clicks, try out our handy filter tool to refine your search by budget, star rating and amenities.
What is there to do in Pine Island near my cottage?
Pine Island offers so much to do and see, it can be difficult to know where to start. If you’re travels are taking you to Bokeelia, Useppa Museum is a popular attraction for all ages.