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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Pine Island cottages

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

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)
"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 NZ$909
includes taxes & fees
3 Jan - 4 Jan 2026
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Exterior
Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha
Matlacha
9.0 out of 10, Wonderful, (11)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is NZ$368
includes taxes & fees
19 Jan - 20 Jan 2026
Studio#1-Back Bay Sunsets in Matlacha
Property grounds
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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, (58)
"Great locationThe bikes were a great asset "
United States
Brian Z.
The price is NZ$756
includes taxes & fees
19 Jan - 20 Jan 2026
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Property grounds
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M 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.
The price is NZ$513
includes taxes & fees
8 Jan - 9 Jan 2026
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Property grounds
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

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

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)
"Is good , and Beauty"
United States
Jorge T.
The price is NZ$472
includes taxes & fees
26 Dec - 27 Dec
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Exterior
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

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

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Jacarandas
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 NZ$361
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Property grounds
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

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

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.
The price is NZ$496
includes taxes & fees
26 Dec - 27 Dec
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Property grounds
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

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

Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Bonita Shores
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 NZ$500
includes taxes & fees
8 Jan - 9 Jan 2026
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Terrace/patio
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

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

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Bonita Shores
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 NZ$473
includes taxes & fees
8 Jan - 9 Jan 2026
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Exterior
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
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 NZ$840
includes taxes & fees
11 Jan - 12 Jan 2026
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Fridge, microwave, coffee/tea maker
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

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, (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 NZ$766
includes taxes & fees
15 Jan - 16 Jan 2026
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Property grounds
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

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.
The price is NZ$865
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
Exterior
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

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

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.
The price is NZ$775
includes taxes & fees
30 Dec - 31 Dec
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

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

Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
Punta Gorda
The price is NZ$519
includes taxes & fees
25 Jan - 26 Jan 2026
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
Property grounds
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

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

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
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 NZ$475
includes taxes & fees
26 Dec - 27 Dec
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Exterior
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything

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

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.
The price is NZ$524
includes taxes & fees
8 Jan - 9 Jan 2026
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Property grounds
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

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

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Bonita Shores
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 NZ$652
includes taxes & fees
8 Jan - 9 Jan 2026
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Exterior
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

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)
"Loved it!"
United States
Thomas H.
The price is NZ$1,126
includes taxes & fees
5 Jan - 6 Jan 2026
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Property grounds
Quaint beautiful backyard sanctuary

Quaint beautiful backyard sanctuary

Quaint beautiful backyard sanctuary
Fort Myers Beach
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 NZ$897
includes taxes & fees
6 Jan - 7 Jan 2026
Quaint beautiful backyard sanctuary
Exterior
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

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, (46)
"Great place "
United States
Christine
The price is NZ$777
includes taxes & fees
1 Jan - 2 Jan 2026
Newly remodeled Parrot Nest Toucan Cottage! Walk 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.
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Top Pine Island Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Perfect "
Aaron 1-night trip
Posted 2 days ago
Lani Kai Beachfront Resort

Find out more about Pine Island

Pine Island Cottages information

Number of reviews
307
Accommodation
79 Cottages
Lowest Price
NZ$361
Highest Price
NZ$1,126

Frequently asked questions

How much do cottages in Pine Island cost?
Prices for cottages in Pine Island range between NZ$361 and NZ$1,126 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 NZ$361 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.

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