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

Pine Island Vacation Rentals

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Our top choices for Pine Island vacation rentals

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 CA $256
CA $535 total
includes taxes & fees
Aug 13 - Aug 14
MALU LANI Inn & Marina

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (294 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is CA $153
CA $276 total
includes taxes & fees
Sep 10 - Sep 11
Matlacha Tiny Village

3. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,684 reviews)
"Clean room and beach view"
United States
Carla
The price is CA $537
CA $675 total
includes taxes & fees
Sep 7 - Sep 8
Sundial Beach Resort & Spa

4. 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, (1,296 reviews)
"Really cute and calm beautiful place to stay."
United States
Maria
The price is CA $259
CA $290 total
includes taxes & fees
Aug 13 - Aug 14
The Suites at Fishermen’s Village- 2 Bedroom Suites

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,860 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is CA $226
CA $306 total
includes taxes & fees
Aug 17 - Aug 18
Edison Beach House

6. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,145 reviews)
"Great views, clean room, amazing beach and staff!!! Can't wait to come."
United States
Daniel
The price is CA $268
CA $298 total
includes taxes & fees
Sep 7 - Sep 8
Island Inn

7. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (296 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is CA $75
CA $129 total
includes taxes & fees
Aug 20 - Aug 21
Lazy Cuckoo Inn

8. Canal-front Cape Coral Home: Pool & Patio

Canal-front Cape Coral Home: Pool & Patio
3.0 star property
Pelican
The price is CA $319
CA $736 total
includes taxes & fees
Aug 16 - Aug 17
Canal-front Cape Coral Home: Pool & Patio

9. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (108 reviews)
"Great stay."
United States
cynthia
The price is CA $100
CA $111 total
includes taxes & fees
Aug 17 - Aug 18
StudioRes by Marriott Fort Myers Airport

10. Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is CA $126
CA $384 total
includes taxes & fees
Sep 10 - Sep 11
Tropical Mango Grove Stay Whiskey Creek Area

11. 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 CA $211
CA $823 total
includes taxes & fees
Aug 12 - Aug 13
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

12. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,021 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is CA $156
CA $269 total
includes taxes & fees
Aug 25 - Aug 26
Flamingo Inn

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 CA $271
CA $637 total
includes taxes & fees
Aug 17 - Aug 18
Driftwood Inn

14. Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Rachel
The price is CA $127
CA $364 total
includes taxes & fees
Aug 27 - Aug 28
Landing Apartments Fort Myers near Eastwood Village

15. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,078 reviews)
"Always a great stay"
United States
Jason
The price is CA $155
CA $401 total
includes taxes & fees
Aug 17 - Aug 18
Lovers Key Resort

16. 4544 Auburn Ave

4544 Auburn Ave
2.0 star property
Alabama Grove Terrace
The price is CA $3,224
CA $4,264 total
includes taxes & fees
Aug 24 - Aug 25
4544 Auburn Ave

17. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (965 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is CA $223
CA $748 total
includes taxes & fees
Aug 12 - Aug 13
GullWing Beach Resort

18. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
Beach Days & Backyard Nights! Fort Myers Retreat

19. Riverfront Home w Private Dock Pool Beaches

Riverfront Home w Private Dock Pool Beaches
2.0 star property
McGregor
The price is CA $440
CA $1,390 total
includes taxes & fees
Aug 24 - Aug 25
Riverfront Home w Private Dock Pool Beaches

20. Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is CA $201
CA $302 total
includes taxes & fees
Sep 7 - Sep 8
Hibiscus House Bed Breakfast Citrus Room
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

Find out more about Pine Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pine Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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