Search Pine Island Cottages

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Cottages in Pine Island

Studio#1-Back Bay Sunsets in Matlacha

Matlacha
9.6 out of 10, Exceptional, (10)
"It was peaceful "
United States
Jay s.
$195 nightly
The price is $215
Nov 10 - Nov 11
Total with taxes and fees
Studio#1-Back Bay Sunsets in Matlacha

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (168)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
$195 nightly
The price is $216
Nov 30 - Dec 1
Total with taxes and fees
Island Life! King Bed Studio-Steps to beach

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Bonita Shores
10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
$221 nightly
The price is $244
Nov 11 - Nov 12
Total with taxes and fees
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Bonita Shores
9.6 out of 10, Exceptional, (4)
"This updated and comfortable place is a great landing pad for people who are mostly out and about. It is clean and comfortable but best suited for 1-2 people since it is quite small. Well-appointed, very clean, and equipped with all basic kitchen items and linens. Of note, there is no dishwasher. Hosts were very communicative and check in/check out was very smooth. The TV requires a Google TV account to access streaming capability. "
United States
Daniel J.
$202 nightly
The price is $223
Dec 2 - Dec 3
Total with taxes and fees
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Bonita Shores
9.8 out of 10, Exceptional, (8)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
$221 nightly
The price is $244
Nov 11 - Nov 12
Total with taxes and fees
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Bonita Shores
10.0 out of 10, Exceptional, (1)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
$212 nightly
The price is $234
Nov 10 - Nov 11
Total with taxes and fees
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Bonita Shores
10.0 out of 10, Exceptional, (7)
"House was immaculate. Decor beautiful. Property was lush and well kept. Enjoyed the dock on the river surrounded by a live oak and mango trees. Will definitely be back!!!!"
United States
Michele A.
$206 nightly
The price is $227
Nov 11 - Nov 12
Total with taxes and fees
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

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

West End
9.0 out of 10, Wonderful, (23)
"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.
$453 nightly
The price is $477
Dec 1 - Dec 2
Total with taxes and fees
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

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

East End
9.6 out of 10, Exceptional, (46)
"Great place "
United States
Christine
$313 nightly
The price is $332
Nov 10 - Nov 11
Total with taxes and fees
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Bonita Shores
10.0 out of 10, Exceptional, (9)
"This is a delightful place. The setting on the river is relaxing. Boat noise is no problem. The cottage was clean and well stocked. It is convenient to Publix, Doc's, Wylds Cafe, and Royal Scoop."
United States
Steve R.
$262 nightly
The price is $289
Nov 10 - Nov 11
Total with taxes and fees
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

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, (50)
"Fantastic little cottage. Just the right amount of space for a quick get away for two. Complimentary bikes and beach chairs were great amenities. Highly recommend. Would absolutely stay here again. "
United States
Teresa C.
$350 nightly
The price is $369
Nov 12 - Nov 13
Total with taxes and fees
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything

Bonita Shores
10.0 out of 10, Exceptional, (1)
"I highly recommend these properties. Unit was just as described. Very comfortable and with everything you need. I will definitely be back! "
United States
Shannon H.
$219 nightly
The price is $241
Nov 11 - Nov 12
Total with taxes and fees
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything

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

East End
9.2 out of 10, Wonderful, (70)
"This was a cute little cottage close to the beach. Wonderful lighthouse restaurant next door. Bikes were conveniently available for use."
United States
consuelo
$304 nightly
The price is $322
Nov 10 - Nov 11
Total with taxes and fees
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Bonita Shores
9.6 out of 10, Exceptional, (5)
"Love this place"
United States
Rodger D.
$194 nightly
The price is $214
Nov 10 - Nov 11
Total with taxes and fees
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

Punta Gorda
$240 nightly
The price is $265
Nov 11 - Nov 12
Total with taxes and fees
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

Quaint beautiful backyard sanctuary

Fort Myers Beach
9.0 out of 10, Wonderful, (2)
"Well built concrete establishment that survived the hurricane! Nice sized well decorated and stocked with almost everything you could need. You will not run out of towels and toiletries, with a little bit of extras in case you may have forgotten a basic necessity. The pool was an added bonus, but with a newer pump the key pad was a little difficult to use. We arrived 2 hours before our 4pm check in. The host was finishing up cleaning and allowed us to enter early and sit out back till they...
United States
Alexis H.
$341 nightly
The price is $376
Nov 24 - Nov 25
Total with taxes and fees
Quaint beautiful backyard sanctuary

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Manasota Key
10.0 out of 10, Exceptional, (1)
"This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. "
United States
John C.
$458 nightly
The price is $507
Nov 15 - Nov 16
Total with taxes and fees
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Manasota Key
8.0 out of 10, Very Good, (1)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
$509 nightly
The price is $563
Nov 10 - Nov 11
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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

3.0 star property
Captiva
8.0 out of 10, Very Good, (10)
"We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! "
United States
Barbara
$550 nightly
The price is $578
Nov 10 - Nov 11
Total with taxes and fees
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

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

East End
9.4 out of 10, Exceptional, (57)
"We loved the beaches , the bikes and the appartment "
Germany
jasmin k.
$300 nightly
The price is $318
Nov 10 - Nov 11
Total with taxes and fees
Macaw cottage, newly remodeled, walking distance 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island Cottages information

Number of reviews
Accommodation
Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between and 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 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 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.

Explore a world of travel with Expedia