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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 NZ$463
includes taxes & fees
17 Aug - 18 Aug
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

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

9.6 out of 10, Exceptional, (43)
"Great place "
The price is NZ$450
includes taxes & fees
3 Aug - 4 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)
"Everything you need. Lovely stay!"
The price is NZ$483
includes taxes & fees
22 July - 23 July
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, (62)
"Had a lovely stay.. close to beach and Food. "
The price is NZ$453
includes taxes & fees
9 Aug - 10 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

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

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 NZ$455
includes taxes & fees
13 Aug - 14 Aug
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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

Villa Mojito Dazzles

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

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

9.6 out of 10, Exceptional, (21)
"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

Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!

10.0 out of 10, Exceptional, (20)
"We had a wonderful time on the island. This home was very clean and an adorable beach"
Island Cottage-boat ramp at end of street! Walk to Jug Creek Marina!

1-bedroom Lakefront cottage with WiFi and AC 5 min to gorgeous Fort Myers Beach

4.0 out of 10, (1)
"When we got there, we realized there was nkt a welcome packet or any directions on how to obtain the parking pass, so we had to check in with security everyday until we got one. The house itself looked good on the surface but we noticed that there was only a half roll of toilet paper, no dish soap or sponge, very minimal dishes, and the bathroom fan didnt work at all, and looked as if it had not been cleaned in a very long time. While there we experience power loss which the host was very...
1-bedroom Lakefront cottage with WiFi and AC 5 min to gorgeous Fort Myers Beach

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

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!

Romantic beach home with golf cart Remodeled Coastal charm

9.6 out of 10, Exceptional, (33)
"This was a honeymoon spot for us as we got married after 9 yrs. this time ( we was high school sweethearts), we wanted a place to just be us and to be able to reset and that’s exactly what we found !! Love this place and will be back. Lizabeth"
Romantic beach home with golf cart Remodeled Coastal charm

Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!

10.0 out of 10, Exceptional, (76)
"Was a great stay. Short walk to beach and short walk to put kayaks in. Was great to have beach supplies all there. "
Laughing Gull at Shorebirds 3min walk to beach Sunsets! Kayaks Bikes and More!

2 Mi to Golfing: Cape Coral Home w/ Pool & Lanai

3.0 star property
10.0 out of 10, Exceptional, (2)
"House was very well taken care of."
2 Mi to Golfing: Cape Coral Home w/ Pool & Lanai

Island-Life-Steps to Stunning Beach! Pool!

9.4 out of 10, Exceptional, (9)
"Oir host was amazing and on point. She quckly answered any all questions and immediately addressed any issues. Had an amzing workation. 10 out of 10 stars."
Island-Life-Steps to Stunning Beach! Pool!

White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

10.0 out of 10, Exceptional, (64)
"Very clean property with everything you need. Small but excellent in terms of having it all for a 2-7 day stay. The area is still recovering from hurricanes in the fall of 2024 but this property is in great shape."
White Pelican at Shorebirds, Beach sunsets 3 min walk! Kayaks, Bikes and more!

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 NZ$716
includes taxes & fees
3 Aug - 4 Aug
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
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 NZ$450 and NZ$716 per night. No matter your budget, you'll find a perfect place to immerse yourself in nature. 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?
Take your pick of 53 cottages in Pine Island. Whether you're travelling with the kids, as a table-for-two or with a group of close friends, Expedia can help you find the ideal space.
What are the best cheap cottages in Pine Island?
Save cash on your Pine Island escape by selecting cottages from just NZ$450 per night. Preparing to explore the must-visit attractions of Saint James City? Put your luggage down at 810 Third Street - 2 Bedroom Cottage, a budget-friendly option with a barbecue grill and WiFi. If you're basing yourself in Bokeelia, Boca Grande Shores 06 - 3bedroom Home is a terrific choice. It features a swimming pool and a porch and provides a superb opportunity to experience life in the slow lane for a while. There are lots of free and interesting attractions wherever you're visiting in Pine Island. If you're staying in Saint James City, be sure to visit Sanibel Island Southern Beach. You can also go sightseeing on a shoestring in Bokeelia. North Captiva Island Beach is a top free attraction here. 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.