Search Pine Island Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Pine Island cottages

A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

1. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.8 out of 10, Excellent, (5 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is AU$313
includes taxes & fees
9 Nov - 10 Nov
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
A small, single-story building with a white exterior and a green roof, labeled 'Malu Lento.'

2. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included
Bokeelia
The price is AU$566
includes taxes & fees
16 Nov - 17 Nov
Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included
A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

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

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (58 reviews)
"It was the perfect place for our beach stay. Clean relaxing and plenty of space. Very close to the beach and great ice cream!"
United States
Trina S.
The price is AU$514
includes taxes & fees
9 Nov - 10 Nov
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

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

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (24 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is AU$569
includes taxes & fees
15 Nov - 16 Nov
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
A single-story building with a beige exterior and a red door.

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

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (55 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is AU$413
includes taxes & fees
16 Nov - 17 Nov
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A compact room with a bed, a dining area with a table and chairs, a kitchen area, and a painting on the wall.

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.0 out of 10, Wonderful, (77 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is AU$426
includes taxes & fees
9 Nov - 10 Nov
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
A house with a gravel driveway leading to a blue building with a porch.

7. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is AU$489
includes taxes & fees
23 Nov - 24 Nov
Beach Days & Backyard Nights! Fort Myers Retreat
A room with a large white door leading to an outdoor area with a wicker chair and a bottle of wine.

8. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Captiva
9.8 out of 10, Exceptional, (12 reviews)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is AU$945
includes taxes & fees
14 Nov - 15 Nov
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
A covered patio with a table and chairs, a thatched roof, and a view of a blue house and greenery.

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

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End
9.4 out of 10, Exceptional, (47 reviews)
"Loved the cottage! We had a wonderful and pleasant stay. Everything was comfortable and enjoyable, and we would definitely stay here again. We look forward to coming back!"
United States
Erica C.
The price is AU$614
includes taxes & fees
15 Nov - 16 Nov
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
A small, single-story building with a metal gate and a window.

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

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Jacarandas
6.8 out of 10, (3 reviews)
"The place was very clean. "
United States
Kari M.
The price is AU$284
includes taxes & fees
9 Nov - 10 Nov
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Two striped beach chairs and a yellow umbrella on a sandy beach with a clear blue ocean in the background.

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

Romantic Getaway, #302, 2 min walk to the beach.
Mid Island
9.4 out of 10, Exceptional, (76 reviews)
"Wonderful place and very close to a beautiful beach "
United States
Joseph W.
The price is AU$545
includes taxes & fees
9 Nov - 10 Nov
Romantic Getaway, #302, 2 min walk to the beach.
A covered patio area with a table and chairs, large windows, and a view of the surrounding landscape.

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

Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
West End
8.6 out of 10, Excellent, (28 reviews)
"We loved everything about the place . Loved having beach chairs and bikes . Great communication with host . "
United States
Nancy K.
The price is AU$552
includes taxes & fees
9 Dec - 10 Dec
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
A small building with a sign for guest laundry and beach carts.

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

The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
East End
9.2 out of 10, Wonderful, (46 reviews)
"So close to everything, and the perfect little spot for a vacation:)"
United States
Dan S.
The price is AU$419
includes taxes & fees
9 Nov - 10 Nov
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
A small, wooden building with a sign for guest laundry and a cart labeled "The Parrot Nest."

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

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
East End
9.2 out of 10, Wonderful, (66 reviews)
"Great stay over all."
United States
Laurén A.
The price is AU$426
includes taxes & fees
15 Nov - 16 Nov
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
A small building with a sign for guest laundry and beach carts.

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

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
East End
9.6 out of 10, Exceptional, (60 reviews)
"We loved everything about the property, the location of where we wanted to be and the relaxing time we had."
United States
Anonymous traveller
The price is AU$419
includes taxes & fees
9 Nov - 10 Nov
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
A row of three beach houses with white railings and a gravel driveway.

16. Iconic Anchor Inn A-Frame Cottages

Iconic Anchor Inn A-Frame Cottages
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing vacation staying at the cottage and would highly recommend this place. Hosts reached out to make sure we had everything we needed and we had the most pleasant stay!"
United States
Teresa H.
The price is AU$396
includes taxes & fees
9 Nov - 10 Nov
Iconic Anchor Inn A-Frame Cottages
A covered patio with a pool table, chairs, and a dining table.

17. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is AU$641
includes taxes & fees
1 Dec - 2 Dec
3 Mi to Fort Myers Beach! Family Getaway w/ Pool
A modern building with a glass facade, surrounded by tropical vegetation and outdoor seating.

18. Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Captiva
8.0 out of 10, Very good, (13 reviews)
"Very cozy place if you don’t mind small. Great location, beach access is steps away. Bed is very comfy. "
United States
Anonymous traveller
The price is AU$798
includes taxes & fees
10 Nov - 11 Nov
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
A covered outdoor area with white chairs, a ceiling fan, and large windows overlooking a garden.

19. Gorgeous Renovated Cottage steps to beach!

Gorgeous Renovated Cottage steps to beach!
Captiva
6.0 out of 10, (1 review)
"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...
United States
cindy o.
The price is AU$1,485
includes taxes & fees
15 Nov - 16 Nov
Gorgeous Renovated Cottage steps to beach!
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

20. Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN

Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN
Bonita Shores
9.8 out of 10, Exceptional, (9 reviews)
"Great stay!"
United States
Rykadin
The price is AU$285
includes taxes & fees
9 Nov - 10 Nov
Peaceful Cute Cottage 1.5Mi to Beach Shared Dock on Imperial River Launch MAN
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.
View all properties

Learn more about Pine Island

Check out the local area in Pine Island—home to attractions like Phillips Community Park and Museum of the Islands.

See all hotels in Pine Island
A wooden pier extending into calm water with a clear sky and distant land.

Top reviews in Pine Island

A Holiday Inn Express building with a clear entrance, palm trees, and a purple sky.
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Caloosahatchee

10/10 Excellent

We were a bit worried when we saw how close to the mai. Road it is but a room at the top facing the car park was excellent. Even had a useable balcony with distant water views. 2 bar/restaurants just out the back were great with good discounts for staying here. Pool was great. All round, recommended.
Australia
John
Reviewed February 28, 2025
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Frequently Asked Questions

How much do cottages in Pine Island cost?

Prices for cottages in Pine Island range between AU$284 and AU$1,484 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 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.

Explore a world of travel with Expedia