A waterfront with palm trees and a boat dock.

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Our top choices for Pineland cottages

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

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.6 out of 10, Excellent, (4 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is CA $86
CA $279 total
includes taxes & fees
Sep 7 - Sep 8
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

2. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is CA $104
CA $455 total
includes taxes & fees
Sep 14 - Sep 15
Beach Days & Backyard Nights! Fort Myers Retreat

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

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Jacarandas
6.8 out of 10, (3 reviews)
"The place was very clean. "
United States
Kari M.
The price is CA $123
CA $296 total
includes taxes & fees
Sep 7 - Sep 8
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

4. 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, (54 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is CA $192
CA $429 total
includes taxes & fees
Sep 7 - Sep 8
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

5. 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 reviews)
"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 CA $194
CA $555 total
includes taxes & fees
Oct 1 - Oct 2
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.0 out of 10, Wonderful, (76 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is CA $192
CA $429 total
includes taxes & fees
Sep 7 - Sep 8
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

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

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful home"
United States
Danail H.
The price is CA $106
CA $466 total
includes taxes & fees
Sep 7 - Sep 8
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

8. 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, (57 reviews)
"It was the perfect place for our beach stay. Clean relaxing and plenty of space. Very close to the beach and great ice cream!"
United States
Trina S.
The price is CA $192
CA $480 total
includes taxes & fees
Sep 13 - Sep 14
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

9. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is CA $332
CA $764 total
includes taxes & fees
Sep 9 - Sep 10
Boat access only rental on private island

10. Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.

Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.
Iona
The price is CA $249
CA $742 total
includes taxes & fees
Sep 8 - Sep 9
Entire cottage in Fort Myers-Iona, minutes to Fort Myers Beach & Sanibel Island.

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

Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6
Captiva
9.6 out of 10, Exceptional, (10 reviews)
"Very nice stay. Loved the easy access to the beach and our unit was great."
United States
Juan
The price is CA $414
CA $934 total
includes taxes & fees
Sep 7 - Sep 8
Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6

12. Canalfront St James City Home w/ Unique View

Canalfront St James City Home w/ Unique View
3.0 star property
Saint James City
The price is CA $174
CA $478 total
includes taxes & fees
Sep 7 - Sep 8
Canalfront St James City Home w/ Unique View

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

Romantic Getaway, #302, 2 min walk to the beach.
Mid Island
9.4 out of 10, Exceptional, (75 reviews)
"Wonderful place and very close to a beautiful beach "
United States
Joseph W.
The price is CA $298
CA $548 total
includes taxes & fees
Sep 7 - Sep 8
Romantic Getaway, #302, 2 min walk to the beach.

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

The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
East End
9.2 out of 10, Wonderful, (45 reviews)
"With the location near the beach and bikes to get there in minutes, that’s all you need to know!"
United States
Richard H.
The price is CA $179
CA $396 total
includes taxes & fees
Oct 7 - Oct 8
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

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

Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
West End
8.6 out of 10, Excellent, (28 reviews)
"We loved everything about the place . Loved having beach chairs and bikes . Great communication with host . "
United States
Nancy K.
The price is CA $192
CA $546 total
includes taxes & fees
Oct 5 - Oct 6
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!

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

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
East End
9.2 out of 10, Wonderful, (66 reviews)
"Great stay over all."
United States
Laurén A.
The price is CA $192
CA $429 total
includes taxes & fees
Sep 7 - Sep 8
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End
9.6 out of 10, Exceptional, (46 reviews)
"Great location to the beach"
United States
Robin H.
The price is CA $235
CA $609 total
includes taxes & fees
Oct 1 - Oct 2
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

18. Iconic Anchor Inn A-Frame Cottages

Iconic Anchor Inn A-Frame Cottages
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"Great location, newly renovated."
United States
Stephanie L.
The price is CA $325
CA $373 total
includes taxes & fees
Sep 7 - Sep 8
Iconic Anchor Inn A-Frame Cottages

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

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
East End
9.6 out of 10, Exceptional, (58 reviews)
"Easy process in and out. Clean, excellent location. "
United States
Alan F.
The price is CA $192
CA $420 total
includes taxes & fees
Sep 7 - Sep 8
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

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Captiva
8.0 out of 10, Very good, (12 reviews)
"Very cozy place if you don’t mind small. Great location, beach access is steps away. Bed is very comfy. "
United States
Anonymous traveller
The price is CA $372
CA $879 total
includes taxes & fees
Sep 7 - Sep 8
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
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 Pineland Hotel Reviews

Find out more about Pineland

Pineland Cottages information

Number of reviews
395
Accommodation
639 Cottages
Lowest Price
CA $279
Highest Price
CA $934

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