This is the morning view of Pine Island Sound. Its pier juts out from the left side with wooden pylons standing up out of the water near the shore.

Pine Island Vacation Rentals

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Our top choices for Pine Island vacation rentals

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 $267
CA $552 total
includes taxes & fees
Jun 29 - Jun 30
MALU LANI Inn & Marina

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (71 reviews)
"Excellent facility. Favorite place to stay"
United States
Daniel
The price is CA $86
CA $96 total
includes taxes & fees
Jul 2 - Jul 3
StudioRes by Marriott Fort Myers Airport

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, (1,243 reviews)
"Great location clean and specious"
United States
Kathryn
The price is CA $263
CA $295 total
includes taxes & fees
Jul 1 - Jul 2
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,794 reviews)
"Every aspect fit our needs for this beach trip!"
United States
Lisa
The price is CA $206
CA $286 total
includes taxes & fees
Jul 2 - Jul 3
Edison Beach House

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (291 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is CA $76
CA $131 total
includes taxes & fees
Jun 27 - Jun 28
Lazy Cuckoo Inn

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,064 reviews)
"Always a great stay"
United States
Jason
The price is CA $157
CA $408 total
includes taxes & fees
Jun 27 - Jun 28
Lovers Key Resort

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is CA $424
CA $473 total
includes taxes & fees
Jul 1 - Jul 2
Island Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (953 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is CA $195
CA $726 total
includes taxes & fees
Jul 26 - Jul 27
GullWing Beach Resort

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 CA $236
CA $343 total
includes taxes & fees
Jul 1 - Jul 2
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 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 $157
CA $281 total
includes taxes & fees
Jul 8 - Jul 9
Matlacha Tiny Village

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,660 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is CA $637
CA $788 total
includes taxes & fees
Jul 1 - Jul 2
Sundial Beach Resort & Spa

4544 Auburn Ave

4544 Auburn Ave
2.0 star property
Alabama Grove Terrace
The price is CA $2,927
CA $3,946 total
includes taxes & fees
Jul 9 - Jul 10
4544 Auburn Ave

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (1,010 reviews)
"Very clean and a short walk to the ocean. The property manager accommodated everything we needed and was friendly. Definitely would recommend Flamingo Inn to everyone!"
United States
Cary
The price is CA $172
CA $290 total
includes taxes & fees
Jul 1 - Jul 2
Flamingo Inn

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 $210
CA $800 total
includes taxes & fees
Jul 9 - Jul 10
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral
3.0 star property
Caloosahatchee
The price is CA $173
CA $527 total
includes taxes & fees
Jul 1 - Jul 2
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

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 $430
CA $820 total
includes taxes & fees
Jul 1 - Jul 2
Driftwood Inn

Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches
3.0 star property
Three Oaks
2.0 out of 10, (1 review)
The price is CA $142
CA $429 total
includes taxes & fees
Jun 30 - Jul 1
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Fort Myers Coastal Retreat Hot Tub Yard Games

Fort Myers Coastal Retreat Hot Tub Yard Games
2.0 star property
San Carlos Park
The price is CA $167
CA $633 total
includes taxes & fees
Jun 30 - Jul 1
Fort Myers Coastal Retreat Hot Tub Yard Games

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is CA $264
CA $548 total
includes taxes & fees
Jul 1 - Jul 2
Tropical Mango Grove Stay Whiskey Creek Area

Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room
2.0 star property
Fort Myers River District
The price is CA $256
CA $366 total
includes taxes & fees
Jun 28 - Jun 29
Hibiscus House Bed Breakfast Seashell 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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