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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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
8.6 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 ￥9,156
￥31,093 total
includes taxes & fees
Aug 26 - Aug 27
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
An outdoor patio area with wicker furniture, a green sofa, and a staircase leading to an upper level.

2. Canalfront St James City Home w/ Unique View

Canalfront St James City Home w/ Unique View
3.0 star property
Saint James City
The price is ￥20,028
￥54,852 total
includes taxes & fees
Sep 7 - Sep 8
Canalfront St James City Home w/ Unique View
A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

3. 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 ￥23,684
￥65,558 total
includes taxes & fees
Aug 26 - Aug 27
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
A single-story building with a beige exterior and a red door.

4. 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 ￥22,094
￥48,915 total
includes taxes & fees
Aug 26 - Aug 27
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A house with a gravel driveway leading to a blue building with a porch.

5. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is ￥12,239
￥51,587 total
includes taxes & fees
Sep 14 - Sep 15
Beach Days & Backyard Nights! Fort Myers Retreat
A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

6. 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, (56 reviews)
"Great location for our needs! Very quiet neighborhood. Clean spacious rooms (lovebirds). Bathroom a little tight but no complaints for us. Propery is very cute. Would be great to have friends in other rooms! Bikes are convenient for a quick or longer ride. Wiki’s walkable for meals with Ice cream place next door. Check in instructions were easy to follow even getting in late. Would definitely stay again."
United States
Karen S.
The price is ￥22,094
￥55,273 total
includes taxes & fees
Aug 26 - Aug 27
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
A bathroom with a toilet, sink, and mirror.

7. 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, (76 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is ￥22,094
￥48,915 total
includes taxes & fees
Aug 26 - Aug 27
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
A beach entrance with a rope barrier, a sign indicating private property, and a building with a thatched roof in the background.

8. 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 traveler
The price is ￥31,790
￥86,493 total
includes taxes & fees
Aug 26 - Aug 27
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
A garage with a metal gate and a driveway leading to a house.

9. 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 ￥14,162
￥33,627 total
includes taxes & fees
Aug 26 - Aug 27
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
A covered outdoor area with two white Adirondack chairs, a starfish-patterned rug, and a 'WELCOME' sign.

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 ￥28,611
￥86,063 total
includes taxes & fees
Sep 1 - Sep 2
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
A covered patio with a table and chairs, a thatched roof, and a view of a blue house and greenery.

11. 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, (46 reviews)
"Great location to the beach"
United States
Robin H.
The price is ￥25,273
￥67,579 total
includes taxes & fees
Aug 26 - Aug 27
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
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 ￥25,295
￥67,957 total
includes taxes & fees
Aug 28 - Aug 29
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
A two-story house with a covered porch, a small front yard, and a palm tree.

13. 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, (75 reviews)
"Wonderful place and very close to a beautiful beach "
United States
Joseph W.
The price is ￥34,190
￥63,000 total
includes taxes & fees
Sep 23 - Sep 24
Romantic Getaway, #302, 2 min walk to the beach.
A small building with a sign for guest laundry and beach carts.

14. 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, (45 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 ￥22,094
￥48,120 total
includes taxes & fees
Aug 26 - Aug 27
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."

15. 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, (65 reviews)
"Great stay over all."
United States
Laurén A.
The price is ￥22,094
￥49,233 total
includes taxes & fees
Aug 28 - Aug 29
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
A small building with a sign for guest laundry and beach carts.

16. 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, (57 reviews)
"Easy process in and out. Clean, excellent location. "
United States
Alan F.
The price is ￥22,094
￥48,120 total
includes taxes & fees
Aug 26 - Aug 27
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
A modern house with large windows, a covered patio, and a swimming pool.

17. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
9.8 out of 10, Exceptional, (30 reviews)
"House was beautiful and the neighbor was quiet. Good location to beaches if you’re willing to drive 20-30minutes to beaches. "
United States
Maranda S.
The price is ￥11,598
￥52,890 total
includes taxes & fees
Aug 26 - Aug 27
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
A row of three beach houses with white railings and a gravel driveway.

18. Iconic Anchor Inn A-Frame Cottages

Iconic Anchor Inn A-Frame Cottages
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"Great location, newly renovated."
United States
Stephanie L.
The price is ￥37,552
￥42,956 total
includes taxes & fees
Sep 14 - Sep 15
Iconic Anchor Inn A-Frame Cottages

19. 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 ￥38,148
￥88,344 total
includes taxes & fees
Aug 26 - Aug 27
Boat access only rental on private island
A room with a large white door leading to an outdoor area with a wicker chair and a bottle of wine.

20. 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 ￥47,526
￥107,142 total
includes taxes & fees
Sep 4 - Sep 5
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
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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Top Pine Island Hotel Reviews

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Loved that beach chair service was included with the room. Both restaurants on the property were amazing. Seriously great food and daily entertainment at beach bar. The room was great, the staff were nice, and we had a wonderful visit. Would definitely go back, and have definitely recommended it to friends and family."
Amy 5-night trip
Posted 4 hours ago
DiamondHead Beach Resort

Find out more about Pine Island

Pine Island Cottages information

Number of reviews
392
Accommodation
42 Cottages
Lowest Price
￥31,093
Highest Price
￥107,142

Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between ￥31,093 and ￥107,142 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 42 cottages in Pine Island. Whether you're traveling 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 ￥31,093 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 Cozy 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 vacay 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.

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