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Compare 45 Cottages in Pine Island with updated reviews, rates, and availability.

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
9.6 out of 10, Exceptional, (45)
"We loved our stay. Cute and clean, perfect for a mother/daughter get away. We loved the bikes and how close we were to the beach. Just watch out for the no see ums!!!"
The price is ¥27,822
¥48,116 total
includes taxes & fees
Nov 16 - Nov 17
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
9.0 out of 10, Wonderful, (46)
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The price is ¥27,200
¥46,456 total
includes taxes & fees
Nov 17 - Nov 18
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
9.8 out of 10, Exceptional, (35)
"Rain happened but stay was still enjoyable. One suggestion was to have shampoo, conditioner and body wash available as I have never stayed anywhere that didn’t have it."
The price is ¥35,593
¥72,445 total
includes taxes & fees
Dec 10 - Dec 11
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
3.0 star property
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
9.6 out of 10, Exceptional, (8)
"Very nice stay. Loved the easy access to the beach and our unit was great."
The price is ¥51,136
¥103,078 total
includes taxes & fees
Dec 3 - Dec 4
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
9.8 out of 10, Exceptional, (37)
"Great place - thanks so much!"
The price is ¥29,376
¥49,313 total
includes taxes & fees
Nov 19 - Nov 20
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Villa Margarita Sparkles
9.8 out of 10, Exceptional, (135)
"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
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
9.6 out of 10, Exceptional, (39)
"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 ¥29,376
¥55,686 total
includes taxes & fees
Nov 26 - Nov 27
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
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
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
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 ¥30,931
¥66,367 total
includes taxes & fees
Dec 3 - Dec 4
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Villa Mojito Dazzles
9.6 out of 10, Exceptional, (135)
"The property was very clean, neat, and well equipped. Elena was very kind and helpful and easy to find. Of course the location is excellent. Exceeded our expectations. "
Villa Mojito Dazzles
Tropical Port Charlotte Cottage - Walk to Bay!
7.8 out of 10, Good, (11)
"The heater/ac didn't work. The contact brought over 2 space heaters. The front blinds were missing the cord. The bed was soft. We liked the location close to the Bay park."
Tropical Port Charlotte Cottage - Walk to Bay!
Sunny cape coral 2 Bedroom 2 full bath Oasis
Sunny cape coral 2 Bedroom 2 full bath Oasis
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
9.4 out of 10, Exceptional, (20)
"I wanted to get as close as I could to Bowman’s Beach and Blind Pass to go shell collecting. For the price this was a gem. I was able to do my daily walks at 5am collecting shells and be back for breakfast/brunch with my husband. Couldn’t walk on the beach to Blind Pass, have to walk on bike trail. So if you’re interested in shell collecting this spot was very good. You get a beach pass to park at the Trade Winds parking lot which was empty most of the time. This was convenient if you wanted to...
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
Spacious "Crab Cakes" Cottage on beautiful North Captiva Island,FL with GolfCart
9.2 out of 10, Wonderful, (5)
"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
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!!!
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.
9.4 out of 10, Exceptional, (180)
"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.
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"
The price is ¥27,822
¥47,650 total
includes taxes & fees
Dec 1 - Dec 2
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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
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🏝🔆
10.0 out of 10, Exceptional, (29)
"Nice place very comfortable. Enjoyed pool and golf cart."
🔆🏝LITTLE PARADISE🏝🔆
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, (474)
"Nice screened porch Great pool"
The price is ¥25,824
¥33,157 total
includes taxes & fees
Nov 20 - Nov 21
Hyatt Vacation Club at Coconut Cove, Bonita Springs
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 ¥27,200 and ¥51,136 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 45 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.