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

Pine Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pine Island vacation rentals

A waterfront patio with palm trees, a dock, and a boat.

1. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is ₩259,899
₩530,481 total
includes taxes & fees
Nov 25 - Nov 26
MALU LANI Inn & Marina
A compact kitchen with a built-in seating area, a refrigerator, and a ceiling fan.

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"Such a cute place that we have never heard of! Walked to cute tiny shops, got awesome bbq……… very quaint and quiet. Had a great time."
United States
Shannon
The price is ₩177,699
₩298,878 total
includes taxes & fees
Nov 16 - Nov 17
Matlacha Tiny Village
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

3. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,720 reviews)
"Great trip, beautiful island and great location!"
United States
Jeremy
The price is ₩328,131
₩454,225 total
includes taxes & fees
Dec 7 - Dec 8
Sundial Beach Resort & Spa
A covered outdoor area with a table and chairs, a ceiling fan, and a view of a beach with palm trees and a boat.

4. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,169 reviews)
"Upon arrival, the front desk was very helpful explaining everything in detail. The room was very clean & spacious and had everything we needed for our stay. The location on the beach and the view was AMAZING!! We would definitely stay here again…HIGHLY RECOMMEND!!!"
United States
Elizbeth
The price is ₩294,016
₩327,828 total
includes taxes & fees
Nov 12 - Nov 13
Island Inn
A balcony with a TV, a chair, and a view of a beach with a pier.

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,966 reviews)
"Best place ever"
United States
Joshua
The price is ₩206,456
₩282,615 total
includes taxes & fees
Nov 17 - Nov 18
Edison Beach House
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

6. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
United States
Terri
The price is ₩261,256
₩614,632 total
includes taxes & fees
Nov 15 - Nov 16
Driftwood Inn
A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

7. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (183 reviews)
"Location was great."
United States
Joseph
The price is ₩95,901
₩106,930 total
includes taxes & fees
Nov 25 - Nov 26
StudioRes by Marriott Fort Myers Airport
A high-rise hotel with multiple floors, a rooftop pool, and a marina in the background.

8. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (987 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is ₩244,224
₩753,446 total
includes taxes & fees
Dec 1 - Dec 2
GullWing Beach Resort
A modern living room with a flat-screen TV, a floor lamp, a dining table, and a sofa.

9. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (310 reviews)
"Great location. Great night sleep"
United States
Stephanie
The price is ₩79,246
₩131,790 total
includes taxes & fees
Nov 27 - Nov 28
Lazy Cuckoo Inn
A beach with a thatched-roof structure, palm trees, and a view of the sea.

10. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,368 reviews)
"Great place to stay but comes with a price."
United States
John
The price is ₩251,580
₩281,770 total
includes taxes & fees
Nov 30 - Dec 1
The Suites at Fishermen’s Village
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

11. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,097 reviews)
"Room location had a amazing view"
United States
Joanne
The price is ₩159,530
₩398,023 total
includes taxes & fees
Dec 3 - Dec 4
Lovers Key Resort
An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

12. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is ₩483,534
₩713,750 total
includes taxes & fees
Dec 11 - Dec 12
Harbour House at the Inn 308
A modern kitchen with a dining area, featuring a large glass table set for four, a ceiling fan, and a wall clock.

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

Private Pool! Game Room! Very Close to Downtown!
3.0 star property
Hancock
The price is ₩243,110
₩729,089 total
includes taxes & fees
Nov 25 - Nov 26
Private Pool! Game Room! Very Close to Downtown!
An outdoor seating area with wicker furniture and a thatched roof.

14. The Dex

The Dex
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Me encanto el apt y todas sus instalaciones. Un excelebte lugar para pasar unos dias en la playa. Si te gusta la vida de playa, este es el lugar."
United States
Pablo
The Dex
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

15. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,028 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is ₩125,602
₩229,304 total
includes taxes & fees
Nov 12 - Nov 13
Flamingo Inn
A modern living room with a dining area, a grey sofa, a coffee table, and a wall clock.

16. Lakeside Oasis

Lakeside Oasis
2.0 star property
Iona
The price is ₩155,033
₩337,600 total
includes taxes & fees
Nov 12 - Nov 13
Lakeside Oasis
A two-story house with a balcony, a pool, and a staircase leading to the upper floor.

17. The Wren

The Wren
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"What a place to stay! We had a truly great stay here and it’s a really nice place and so close to the beach! We definitely felt like we got our money worth and would absolutely stay there again. This was perfect for my family vacation. Top ratings for this place."
United States
Michael P
The price is ₩424,541
₩735,593 total
includes taxes & fees
Nov 14 - Nov 15
The Wren
A modern apartment with a dining area, kitchen, and living space.

18. Experience Elevated Living in Fort Myers

Experience Elevated Living in Fort Myers
3.0 star property
Fort Myers
The price is ₩153,119
₩372,201 total
includes taxes & fees
Nov 12 - Nov 13
Experience Elevated Living in Fort Myers
A modern apartment with a dining area, kitchen, and living space.

19. The Meridian 2825

The Meridian 2825
2.5 star property
Fort Myers
The price is ₩153,119
₩405,779 total
includes taxes & fees
Nov 22 - Nov 23
The Meridian 2825
A modern kitchen with white cabinetry, a central island, and stainless steel appliances.

20. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is ₩437,662
₩1,343,444 total
includes taxes & fees
Dec 1 - Dec 2
Riverfront Home w Private Dock Pool Beaches
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
"Clean room , beautiful views . Music kind of loud . Had to enjoy balcony early before 10am or after 10 pm ."
Susan 5-night trip
Posted 2 hours ago
Lani Kai Beachfront Resort

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