Search Cottages in Pine Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Pine Island cottages

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.
The price is €463
includes taxes & fees
3 Jan - 4 Jan 2026
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
9.0 out of 10, Wonderful, (11)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is €188
includes taxes & fees
19 Jan - 20 Jan 2026
Studio#1-Back Bay Sunsets in Matlacha
9.4 out of 10, Exceptional, (58)
"Great locationThe bikes were a great asset "
United States
Brian Z.
The price is €385
includes taxes & fees
19 Jan - 20 Jan 2026
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
9.8 out of 10, Exceptional, (9)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
The price is €267
includes taxes & fees
8 Jan - 9 Jan 2026
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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.
The price is €266
includes taxes & fees
22 Dec - 23 Dec
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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
The price is €391
includes taxes & fees
3 Jan - 4 Jan 2026
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
The price is €237
includes taxes & fees
22 Dec - 23 Dec
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
9.0 out of 10, Wonderful, (2)
"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.
The price is €374
includes taxes & fees
24 Dec - 25 Dec
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
10.0 out of 10, Exceptional, (8)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
United States
Michele A.
The price is €272
includes taxes & fees
16 Jan - 17 Jan 2026
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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.
The price is €289
includes taxes & fees
3 Jan - 4 Jan 2026
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
8.0 out of 10, Very good, (1)
"Property was very clean. All essential items on the property worked fine. One missing item from the property and that was the space heater. Understandable considering there is normally not a huge call for such an item in FL! Owner/manager was responsive when contacted. Would not recommend this property for anyone with any mobility disabilities due to property layout. This property met my needs for a week visit(well close to a week) to my parents. For the price it worked just fine. ...
United States
Diane S.
The price is €197
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
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.
The price is €390
includes taxes & fees
22 Dec - 23 Dec
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
The price is €232
includes taxes & fees
22 Dec - 23 Dec
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
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.
The price is €440
includes taxes & fees
3 Jan - 4 Jan 2026
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
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.
The price is €278
includes taxes & fees
22 Dec - 23 Dec
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
9.6 out of 10, Exceptional, (5)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is €281
includes taxes & fees
3 Jan - 4 Jan 2026
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
10.0 out of 10, Exceptional, (10)
"This was a exvellent property to stay at. Everything you needed with no hassle. The location is a plus because you are within minutes to shopping and restaurants and the beach maybe 8 min away. Would highly recommend this place to anyo e. Hassle free check in and check out."
United States
David M.
The price is €403
includes taxes & fees
21 Jan - 22 Jan 2026
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Cottage in Fort Myers Beach

Quaint beautiful backyard sanctuary
9.0 out of 10, Wonderful, (2)
"The house was clean and neat. They are currently putting a pool in to make future stays even more relaxing! The construction was no bother at all, we spent most of our time at the beach anyways. Cant wait to stay here again and enjoy the pool on the next go around."
United States
Kyle K.
The price is €492
includes taxes & fees
6 Jan - 7 Jan 2026
Quaint beautiful backyard sanctuary
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
The price is €583
includes taxes & fees
3 Jan - 4 Jan 2026
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
9.2 out of 10, Wonderful, (37)
"Nice and renewable cottage, with everything you need for a short vacation, close to the beach and lighthouse…"
United States
Gerardo A.
The price is €324
includes taxes & fees
20 Jan - 21 Jan 2026
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
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
297
Accommodation
79 Cottages
Lowest Price
€188
Highest Price
€583

Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between €188 and €583 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 79 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 €188 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