A wooden pier extending into calm water with a clear sky and distant land.

Search Cottages in Pine Island

  • 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

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Pine Island cottages

Terrace/patio

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
8.6 out of 10, Excellent, (4 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 €175
includes taxes & fees
15 Aug - 16 Aug
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
House (3 Bedrooms) | Front of property

2. Canal-front Cape Coral Home: Pool & Patio

Canal-front Cape Coral Home: Pool & Patio
3.0 star property
Pelican
The price is €457
includes taxes & fees
16 Aug - 17 Aug
Canal-front Cape Coral Home: Pool & Patio
Interior

3. 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
9.6 out of 10, Exceptional, (10 reviews)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is €585
includes taxes & fees
20 Aug - 21 Aug
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Terrace/patio

4. Gorgeous Renovated Cottage steps to beach!

Gorgeous Renovated Cottage steps to beach!
Captiva
The price is €1,025
includes taxes & fees
20 Aug - 21 Aug
Gorgeous Renovated Cottage steps to beach!
Outdoor dining

5. 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
9.6 out of 10, Exceptional, (44 reviews)
"Great location to the beach"
United States
Robin H.
The price is €374
includes taxes & fees
10 Aug - 11 Aug
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Exterior

6. 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, (74 reviews)
"Wonderful place and very close to a beautiful beach "
United States
Joseph W.
The price is €349
includes taxes & fees
6 Sept - 7 Sept
Romantic Getaway, #302, 2 min walk to the beach.
Shower, towels

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (75 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is €271
includes taxes & fees
16 Aug - 17 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Exterior

8. 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, (54 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 €271
includes taxes & fees
8 Aug - 9 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds

9. Quaint beautiful backyard sanctuary

Quaint beautiful backyard sanctuary
Fort Myers Beach
9.4 out of 10, Exceptional, (3 reviews)
"We had a great stay! The home was in the perfect location—close to everything we needed while still being peaceful and relaxing. The backyard was definitely the highlight, with a beautiful pool and plenty of space to unwind. It was the perfect place to relax and enjoy our vacation. We would absolutely stay here again and highly recommend it to anyone looking for a comfortable and relaxing getaway!"
United States
Kate N.
The price is €657
includes taxes & fees
20 Aug - 21 Aug
Quaint beautiful backyard sanctuary
Property grounds

10. Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.

Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
Iona
The price is €459
includes taxes & fees
20 Aug - 21 Aug
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
Exterior

11. 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, (55 reviews)
"As advertised and clean. Maybe an upgrade on mattress. "
United States
James G.
The price is €307
includes taxes & fees
9 Aug - 10 Aug
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
House (3 Bedrooms) | Interior

12. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is €279
includes taxes & fees
9 Aug - 10 Aug
Beach Days & Backyard Nights! Fort Myers Retreat
Exterior

13. 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, (12 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 €479
includes taxes & fees
20 Aug - 21 Aug
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Property grounds

14. 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, (23 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 €363
includes taxes & fees
9 Aug - 10 Aug
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Property grounds

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

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
East End
9.4 out of 10, Exceptional, (64 reviews)
"Great stay over all."
United States
Laurén A.
The price is €271
includes taxes & fees
9 Aug - 10 Aug
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Outdoor dining

16. 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 €374
includes taxes & fees
8 Aug - 9 Aug
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
Property grounds

17. 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, (43 reviews)
"With the location near the beach and bikes to get there in minutes, that’s all you need to know!"
United States
Richard H.
The price is €267
includes taxes & fees
10 Aug - 11 Aug
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
Interior

18. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is €471
includes taxes & fees
8 Aug - 9 Aug
Boat access only rental on private island
Terrace/patio

19. Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (39 reviews)
"The pool was very clean and their are plenty of places nearby to walk too!"
United States
ruth l.
The price is €329
includes taxes & fees
9 Aug - 10 Aug
Cozy Getaway!
Property grounds

20. 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, (55 reviews)
"Easy process in and out. Clean, excellent location. "
United States
Alan F.
The price is €267
includes taxes & fees
9 Aug - 10 Aug
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Island Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"“Tuvimos una experiencia excelente durante toda nuestra estadía. La habitación estaba impecable, se notaba que la limpieza es una prioridad para la propiedad. El personal fue sumamente atento y amable, siempre dispuesto a ayudar con cualquier solicitud. El aire acondicionado funcionaba perfectamente y mantuvo el ambiente fresco y cómodo en todo momento. La cocina estaba muy bien equipada, con todo lo necesario para preparar nuestras comidas sin ningún problema. Sin duda regresaríamos y la recomendamos totalmente a otros viajeros.”"
Jessica 1-night trip
Posted 7 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Pine Island

Pine Island Cottages information

Number of reviews
Accommodation
33 Cottages
Lowest Price
€279
Highest Price
€2,693

Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between €279 and €2,693 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 33 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 €279 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.
Are there any family-friendly cottages in Pine Island?
You can find family-friendly cottages in destinations around Pine Island, including Saint James City. Seahorse Cottages On Sanibel is one option that will cater to your needs in this renowned city. It has a 3-star rating and useful amenities like beach umbrellas and a picnic area. Also consider Cosy Cottage / Great Location. With clothes washing facilities and an oven, this 3-star cottage in Saint James City will make your family feel welcome. Saint James City offers lots of family-friendly attractions when it's time to tour the sights. Sanibel Island Southern Beach and Captiva Beach has something for all ages.
Why book your cottage in Pine Island with Expedia?
Expedia has some superb cottages in Pine Island, so start packing for an unforgettable holiday on nature's doorstep. If you have a certain budget, choose how much you want to spend and the star rating of your property. Or, try out our filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect digs whatever your trip looks like.
How can I find cheap cottages in Pine Island?
The simplest way to find cheap cottages in Pine Island is with Expedia's useful filter tool. Narrow down your search results by amenities, budget and star rating to land unbeatable bargains in a few clicks.

Explore a world of travel with Expedia