A wooden pier extending into calm water with a clear sky and distant land.

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Pine Island holiday rentals

A beach with a prominent dead tree trunk, sandy shore, and calm sea.

1. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is 5.051.704 ₫
10.311.025 ₫ total
includes taxes & fees
31 Aug - 1 Sept
MALU LANI Inn & Marina
An outdoor patio area with wicker furniture, a green sofa, and a staircase leading to an upper level.

2. Canalfront St James City Home w/ Unique View

Canalfront St James City Home w/ Unique View
3.0 star property
Saint James City
Canalfront St James City Home w/ Unique View
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,878 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is 4.017.867 ₫
5.498.748 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Edison Beach House
A beachside area with colorful beach houses, a dock, and a sandy beach.

4. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
The price is 2.873.597 ₫
5.161.876 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Matlacha Tiny Village
A beach with a thatched-roof structure, palm trees, and a view of the sea.

5. The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,302 reviews)
"Great location and love the shops being under us. Great view and food options."
United States
Nathaniel
The price is 3.975.639 ₫
4.452.517 ₫ total
includes taxes & fees
17 Sept - 18 Sept
The Suites at Fishermen’s Village- 2 Bedroom Suites
A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

6. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (117 reviews)
"Great stay."
United States
cynthia
The price is 1.864.040 ₫
2.078.405 ₫ total
includes taxes & fees
29 Aug - 30 Aug
StudioRes by Marriott Fort Myers Airport
A beach with a view of the ocean and a sunset.

7. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,149 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is 5.195.293 ₫
5.792.752 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Island Inn
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

8. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,081 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is 3.085.606 ₫
7.720.993 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Lovers Key Resort
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

9. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,688 reviews)
"Great place"
United States
moti
The price is 10.416.693 ₫
13.040.969 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Sundial Beach Resort & Spa
A beach with a clear sky, palm trees, and a sunlit ocean.

10. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (968 reviews)
"Wow. Beautiful 3BR/2Bath oceanfront condo. Even better than pics on Expedia. Definitely coming back and will recommend to friends and family. I expected a lot and it exceeded expectations in every way!!"
United States
Robert Anthony
The price is 3.947.379 ₫
13.753.247 ₫ total
includes taxes & fees
27 Aug - 28 Aug
GullWing Beach Resort
A swimming pool with lounge chairs and a building with a sloped roof in the background.

11. Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay"
United States
Rachel
The price is 2.003.620 ₫
6.412.596 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Landing Apartments Fort Myers near Eastwood Village
A spacious room with large windows, a dining area with wicker chairs, a wooden floor, and a ceiling fan.

12. Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely time enjoyed the staff and the end Keeper Lisette. Everything was great. We’ll stay again."
United States
Katherine
The price is 3.827.516 ₫
5.734.790 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

13. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is 5.075.201 ₫
11.939.932 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Driftwood Inn
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

14. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,022 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is 2.920.563 ₫
5.034.019 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Flamingo Inn
A living room with a sectional sofa, a rug, a framed picture, and a door leading to another room.

15. Fort Myers Escape Near Downtown & Beach w/ Parking

Fort Myers Escape Near Downtown & Beach w/ Parking
3.0 star property
Fort Myers
The price is 1.879.704 ₫
7.437.362 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Fort Myers Escape Near Downtown & Beach w/ Parking
A modern kitchen with a central island, bar stools, a dining area with a round table, and a living room with a sofa and coffee table.

16. Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
3.0 star property
Hancock
The price is 3.993.327 ₫
15.455.877 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
A modern kitchen with white cabinets, granite countertops, and stainless steel appliances.

17. 4544 Auburn Ave

4544 Auburn Ave
2.0 star property
Alabama Grove Terrace
The price is 61.612.520 ₫
81.248.872 ₫ total
includes taxes & fees
24 Aug - 25 Aug
4544 Auburn Ave
A bright room with white walls, wooden floors, and large windows. There is a dining table with chairs, a bookshelf, and a ceiling fan.

18. Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is 3.827.516 ₫
5.734.790 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hibiscus House Bed Breakfast Inn Parrot Room
A spacious living area with a glass door leading to a balcony, a dining area with a glass table and white chairs, and a ceiling fan.

19. Retro Coastal Fort Myers Retreat Spa Fire Pit

Retro Coastal Fort Myers Retreat Spa Fire Pit
2.0 star property
San Carlos Park
The price is 2.787.118 ₫
10.470.753 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Retro Coastal Fort Myers Retreat Spa Fire Pit
A modern kitchen with white cabinets, a stainless steel refrigerator, and a flat-screen TV mounted on the wall.

20. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is 2.010.239 ₫
8.473.027 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Beach Days & Backyard Nights! Fort Myers Retreat
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
"Todo bien"
Dayanelys 1-night trip
Posted 1 hour ago
Lani Kai Beachfront Resort