Pineland Cottages from CA $275

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Our top choices for Pineland cottages

A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

1. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Bokeelia

Lisa E.

CA $303 total

includes taxes & fees

Nov 9 - Nov 10

A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

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

East End

Trina S.

CA $505 total

includes taxes & fees

Nov 9 - Nov 10

A small, single-story building with a white exterior and a green roof, labeled 'Malu Lento.'

3. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

Bokeelia

CA $561 total

includes taxes & fees

Nov 16 - Nov 17

A small, single-story building with a metal gate and a window.

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

Jacarandas

Kari M.

CA $275 total

includes taxes & fees

Nov 9 - Nov 10

A covered patio area with a table and chairs, large windows, and a view of the surrounding landscape.

5. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

West End

Nancy K.

CA $533 total

includes taxes & fees

Dec 9 - Dec 10

A single-story building with a beige exterior and a red door.

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

East End

Stephen

CA $400 total

includes taxes & fees

Nov 16 - Nov 17

A house with a gravel driveway leading to a blue building with a porch.

7. Beach Days & Backyard Nights! Fort Myers Retreat

Harlem Heights

CA $474 total

includes taxes & fees

Nov 23 - Nov 24

A compact room with a bed, a dining area with a table and chairs, a kitchen area, and a painting on the wall.

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

East End

Eric W.

CA $418 total

includes taxes & fees

Nov 9 - Nov 10

A room with a large white door leading to an outdoor area with a wicker chair and a bottle of wine.

9. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

Captiva

Juan

CA $909 total

includes taxes & fees

Nov 14 - Nov 15

A covered porch with wicker furniture, a glass table, and a view of the outdoors.

10. Boat access only rental on private island

Placida

Andrew S.

CA $794 total

includes taxes & fees

Nov 12 - Nov 13

A modern house with large windows, a covered patio, and a swimming pool.

11. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

Oakland Hills

Alexis T.

CA $502 total

includes taxes & fees

Nov 15 - Nov 16

A covered patio with a table and chairs, a thatched roof, and a view of a blue house and greenery.

12. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

West End

Erica C.

CA $602 total

includes taxes & fees

Nov 15 - Nov 16

A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

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

West End

Catherine B.

CA $558 total

includes taxes & fees

Nov 15 - Nov 16

A small, wooden building with a sign for guest laundry and a cart labeled "The Parrot Nest."

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

East End

Laurén A.

CA $418 total

includes taxes & fees

Nov 15 - Nov 16

Two striped beach chairs and a yellow umbrella on a sandy beach with a clear blue ocean in the background.

15. Romantic Getaway, #302, 2 min walk to the beach.

Mid Island

Joseph W.

CA $533 total

includes taxes & fees

Nov 9 - Nov 10

A small building with a sign for guest laundry and beach carts.

16. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

East End

Dan S.

CA $410 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor patio with a covered seating area, a red umbrella, and a view of the surrounding neighborhood.

17. Private Pool! Game Room! Very Close to Downtown!

Hancock

CA $767 total

includes taxes & fees

Nov 9 - Nov 10

A row of three beach houses with white railings and a gravel driveway.

18. Iconic Anchor Inn A-Frame Cottages

Mid Island

Teresa H.

CA $387 total

includes taxes & fees

Nov 9 - Nov 10

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

East End

Anonymous traveller

CA $410 total

includes taxes & fees

Nov 9 - Nov 10

A modern building with a glass facade, surrounded by tropical vegetation and outdoor seating.

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

Captiva

Anonymous traveller

CA $781 total

includes taxes & fees

Nov 10 - Nov 11

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Top Pineland Hotel Reviews

Baymont by Wyndham Fort Myers Central

10/10 Excellent

"Only flaw is the dirty windows can't hardly see out of them"

DiamondHead Beach Resort

10/10 Excellent

"Arrived early and the staff was very helpful and gave us us wristband and towels to use the amenities while we waited for our room to be ready. Came with two chairs and an umbrella for the beach every day of our stay. Oceanfront room had an amazing view and sat out there every morning with coffee. A coffee food truck is on the main level that also serves breakfast sandwiche. Great location close enough to the action but just far enough to be peaceful . Will definitely stay here again"

Quality Inn Fort Myers Cape Coral

8/10 Good

"I recently stayed at the Quality Inn in Fort Myers and originally booked a three-night stay. My initial room was located at the very back of the property, literally the last room on the hotel grounds. Since I was considering extending my stay for an additional week, I approached Krystal at the front desk to see if there was any possibility of moving to a room closer to the lobby. Krystal was incredibly helpful and accommodating. She took the time to look for available options and was able to relocate me to a much better room in a more convenient location. Even better, she allowed me to transfer immediately on the third night of my original reservation rather than making me wait until the following day. The new room was noticeably cleaner, the location was much more convenient, and the bed was significantly more comfortable. Because of Krystal's outstanding customer service, I felt confident extending my stay. Her professionalism, responsiveness, and genuine desire to help made a huge difference in my experience. Thank you, Krystal, for going above and beyond to make my stay more comfortable. Quality Inn is fortunate to have an employee who cares so much about guest satisfaction."

Tiki Hut Paradise 4-bedroom Bokeelia House w Golf Cart Tesla Charger Island Time

10/10 Excellent

"Great spot. It’s very convenient to get to the marina and Tarpon Lodge. Older home but well equipped with everything you’d need. Golf cart was a plus. It was way too hot to enjoy the tiki bar in the yard but it would be great in the cooler months. Good value for the price."

Find out more about Pineland

Pineland Cottages information

Number of reviews	477
Accommodation	632 Cottages
Lowest Price	CA $275
Highest Price	CA $909

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pineland cottages

1. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

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

3. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

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

5. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

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

7. Beach Days & Backyard Nights! Fort Myers Retreat

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

9. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

10. Boat access only rental on private island

11. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

12. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

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

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

15. Romantic Getaway, #302, 2 min walk to the beach.

16. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

17. Private Pool! Game Room! Very Close to Downtown!

18. Iconic Anchor Inn A-Frame Cottages

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

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

Find vacation rentals that suit your style

Top Pineland Hotel Reviews

Baymont by Wyndham Fort Myers Central

Fairfield Inn & Suites by Marriott Ft. Myers/Cape Coral

DiamondHead Beach Resort

Quality Inn Fort Myers Cape Coral

Hilton Garden Inn Ft Myers

Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

The Lighthouse Resort Inn & Suites

Tiki Hut Paradise 4-bedroom Bokeelia House w Golf Cart Tesla Charger Island Time

Find out more about Pineland

Pineland Cottages information

Explore a world of travel with Expedia

Search Pineland Cottage Rentals from CA $275

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pineland cottages

1. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

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

3. Malu Lani Cottage at Pirates Cove Inn & Marina - Boat Slip Included

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

5. Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

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

7. Beach Days & Backyard Nights! Fort Myers Retreat

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

9. Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

10. Boat access only rental on private island

11. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

12. Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

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

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

15. Romantic Getaway, #302, 2 min walk to the beach.

16. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

17. Private Pool! Game Room! Very Close to Downtown!

18. Iconic Anchor Inn A-Frame Cottages

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

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

Find vacation rentals that suit your style

Top Pineland Hotel Reviews

Baymont by Wyndham Fort Myers Central

Find out more about Pineland

Pineland Cottages information

Explore a world of travel with Expedia