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Check prices for these dates

Next weekend
1 Aug - 3 Aug
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8 Aug - 10 Aug
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22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Browse Select Pine Island Cottages

Private Pool: Beachy Cape Coral Getaway!
House (3 Bedrooms) | Interior

Private Pool: Beachy Cape Coral Getaway!

3.0 star property
9.4 out of 10, Exceptional, (3)
"Very comfortable, inviting stay at the Beachy Cape Coral getaway after a long journey from Minnesota, trying to get ahead of back to back Winter storms. So when we arrived at this beautiful home, it was such a beautiful place to rest and rejuvenate. Everything worked as advertised, we had no trouble connecting to wifi or the NFL playoff games when we arrived. Thank you for sharing your beautiful home with us!"
Private Pool: Beachy Cape Coral Getaway!
Captain's Cottage
Enjoy al fresco dining and socializing in this outdoor space with a fire pit, grill, and comfortable seating.

Captain's Cottage

3.5 star property
9.0 out of 10, Wonderful, (4)
"Nice property. Close to the beach."
Captain's Cottage
2 Mi to Golfing: Cape Coral Home w/ Pool & Lanai
Enjoy unobstructed views of the surrounding landscape from this outdoor patio area, featuring a glass enclosure and a small table with two chairs.

2 Mi to Golfing: Cape Coral Home w/ Pool & Lanai

3.0 star property
10.0 out of 10, Exceptional, (2)
"House was very well taken care of."
2 Mi to Golfing: Cape Coral Home w/ Pool & Lanai
Palm View
Relax in an outdoor space with a hammock, table, and chairs, surrounded by lush potted plants.

Palm View

3.5 star property
10.0 out of 10, Exceptional, (1)
Palm View
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
Compact kitchen with central island, stainless steel stove, microwave, blue cabinetry, white refrigerator, and sink.

Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice, quiet. Waterfront"
Flamingo Bay Cottage 3 Bedroom Cottage by RedAwning
1 Block to Shore: Fort Myers Beach Retreat
House (3 Bedrooms) | Interior

1 Block to Shore: Fort Myers Beach Retreat

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location to the beach! "
1 Block to Shore: Fort Myers Beach Retreat
Walk to Park & Marina: Waterfront Cape Coral Home!
Enjoy meals in this well-equipped kitchen with a dining area, featuring a refrigerator, sink, and dining table.

Walk to Park & Marina: Waterfront Cape Coral Home!

3.0 star property
6.0 out of 10, (1)
Walk to Park & Marina: Waterfront Cape Coral Home!
Canal-front Getaway w/ Grill in Cape Coral!
House (3 Bedrooms) | Interior

Canal-front Getaway w/ Grill in Cape Coral!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home was beautifully decorated. It had everything you need while on vacation. The waterfront view was gorgeous. The pool and backyard were wonderful to relax and enjoy."
Canal-front Getaway w/ Grill in Cape Coral!
1 Mi to Beach Access: Home w/ Porch in Fort Myers!
Interior

1 Mi to Beach Access: Home w/ Porch in Fort Myers!

3.0 star property
1 Mi to Beach Access: Home w/ Porch in Fort Myers!
6 Mi to Dtwn Cape Coral: Home w/ Spacious Lanai!
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and ample counter space.

6 Mi to Dtwn Cape Coral: Home w/ Spacious Lanai!

3.0 star property
10.0 out of 10, Exceptional, (4)
"We stayed here for Thanksgiving Weekend and everything was wonderful. The only things that we didn't find remedies for was the bedroom TV; it wasn't working but the house was cleaned and everything was wonderful. I would stay here again!"
6 Mi to Dtwn Cape Coral: Home w/ Spacious Lanai!
Swim, Golf & Relax: Family Gem in North Fort Myers
Enjoy cooking and dining in this well-appointed kitchen with a large island and ample counter space.

Swim, Golf & Relax: Family Gem in North Fort Myers

3.0 star property
Swim, Golf & Relax: Family Gem in North Fort Myers
Bonita Springs Home w/ Pool - 2 Mi to Beach!
House (3 Bedrooms) | Front of property

Bonita Springs Home w/ Pool - 2 Mi to Beach!

3.0 star property
Bonita Springs Home w/ Pool - 2 Mi to Beach!
Waterfront Home w/ Private Pool in Cape Coral
Relax in this spacious living area with a large sofa, high ceiling, and floor-to-ceiling window offering a view of the surrounding greenery.

Waterfront Home w/ Private Pool in Cape Coral

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great rental"
Waterfront Home w/ Private Pool in Cape Coral
2 Mi to Fisherman's Village: Punta Gorda Home
Relax in this stylish living area with a comfortable sofa, dining area, and modern kitchen.

2 Mi to Fisherman's Village: Punta Gorda Home

3.0 star property
2 Mi to Fisherman's Village: Punta Gorda Home
3 Mi to Bonita Beach: Gem w/ Outdoor Kitchen & Spa
House (3 Bedrooms) | Interior

3 Mi to Bonita Beach: Gem w/ Outdoor Kitchen & Spa

3.0 star property
3 Mi to Bonita Beach: Gem w/ Outdoor Kitchen & Spa
Swim, Fish & Play: Pet-friendly Gem in Fort Myers
Relax by the pool surrounded by palm trees and lounge chairs.

Swim, Fish & Play: Pet-friendly Gem in Fort Myers

3.0 star property
Swim, Fish & Play: Pet-friendly Gem in Fort Myers
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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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 16 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 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.