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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Pine Island Cottages

Our top choices for Pine Island cottages

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Fridge, microwave, coffee/tea maker

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

9.2 out of 10, Wonderful, (63)
"Had a lovely stay.. close to beach and Food. "
The price is CA $206
CA $375 total
includes taxes & fees
Aug 26 - Aug 27
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Terrace/patio

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

10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
The price is CA $100
CA $294 total
includes taxes & fees
Aug 26 - Aug 27
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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

10.0 out of 10, Exceptional, (1)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
The price is CA $88
CA $257 total
includes taxes & fees
Aug 26 - Aug 27
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Terrace/patio

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

9.6 out of 10, Exceptional, (4)
"We would stay at the cabin again. The location is secluded enough to be quiet but close to all the local places you would want to go, including a public beach. The neighborhood is a wonderful mixture.of homes from affluent to not so affluent. The river adds a nice ambience for the location. Streaming on the TV worked well. Overal a great experience for our getaway..Comfortable and clean, Cute as the pictures!!! "
The price is CA $100
CA $271 total
includes taxes & fees
Aug 26 - Aug 27
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
Property grounds

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

9.8 out of 10, Exceptional, (8)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
The price is CA $104
CA $300 total
includes taxes & fees
Aug 26 - Aug 27
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (44)
"Proximity to things to do on the island was great!"
The price is CA $220
CA $380 total
includes taxes & fees
Aug 26 - Aug 27
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Studio#1-Back Bay Sunsets in Matlacha
Interior

Studio#1-Back Bay Sunsets in Matlacha

9.6 out of 10, Exceptional, (10)
"Such a quaint and lovely place. We definitely recommend 10/10. "
The price is CA $123
CA $280 total
includes taxes & fees
Aug 26 - Aug 27
Studio#1-Back Bay Sunsets in Matlacha
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Beach nearby

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

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!"
The price is CA $247
CA $555 total
includes taxes & fees
Aug 26 - Aug 27
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Property grounds

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

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! "
The price is CA $104
CA $276 total
includes taxes & fees
Aug 26 - Aug 27
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Terrace/patio

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

10.0 out of 10, Exceptional, (5)
"We stayed at the star fish little home away from home. This place was exactly as pictured. My neice and I absolutely loved this place and would highly recommend this to others. Price was well worth the stay to have privacy and all the amenities needed. We ate at local restaurants Coconut Joes was amazing and beach is close and absolutely beautiful!!"
The price is CA $88
CA $257 total
includes taxes & fees
Aug 27 - Aug 28
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Sport court

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

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. ...
The price is CA $123
CA $290 total
includes taxes & fees
Aug 26 - Aug 27
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Port Charlotte Home w/ Pool - 8 Mi to Beaches!
House (3 Bedrooms) | Interior

Port Charlotte Home w/ Pool - 8 Mi to Beaches!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Everything was clean and comfortable. We will be booking again!!!"
Port Charlotte Home w/ Pool - 8 Mi to Beaches!
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (9)
"We enjoyed sitting right by the Imperial River. Our cabin had a nice private patio or we could join other guest on the dock. "
The price is CA $141
CA $350 total
includes taxes & fees
Aug 28 - Aug 29
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Exterior

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

9.6 out of 10, Exceptional, (5)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
The price is CA $98
CA $253 total
includes taxes & fees
Aug 26 - Aug 27
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Beachy Port Charlotte Home w/ Hot Tub & Pool!
House (3 Bedrooms) | Interior

Beachy Port Charlotte Home w/ Hot Tub & Pool!

3.0 star property
The price is CA $202
CA $566 total
includes taxes & fees
Aug 26 - Aug 27
Beachy Port Charlotte Home w/ Hot Tub & Pool!
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Property grounds

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

9.2 out of 10, Wonderful, (50)
"3rd time staying at Parrot Nest. Like everything about this little place. "
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
Smart TV

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

The price is CA $144
CA $321 total
includes taxes & fees
Aug 26 - Aug 27
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
On the beach

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

3.0 star property
7.6 out of 10, Good, (8)
"Our spot was clean, tasteful, and quiet. It was a quick walk to the beautiful beach and local restaurants/stores. We'd definitely stay again if/when we're back in Captiva. Thank you!"
The price is CA $317
CA $727 total
includes taxes & fees
Aug 28 - Aug 29
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Fridge, microwave, oven, stovetop

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

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""
The price is CA $277
CA $694 total
includes taxes & fees
Aug 26 - Aug 27
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Beach nearby

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

9.4 out of 10, Exceptional, (54)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
The price is CA $207
CA $376 total
includes taxes & fees
Sep 2 - Sep 3
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.
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Top Pine Island Hotel Reviews

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

10/10 Excellent
"Great hotel for a Gateway weekend "
Jose 2-night trip
Posted 12 hours ago
Sunseeker Resort Charlotte Harbor