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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

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)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
$370 nightly
The price is $403
Jun 11 - Jun 12
Total with taxes and fees
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, (68 reviews)
"Excellent facility. Favorite place to stay"
United States
Daniel
$76 nightly
The price is $84
Jun 17 - Jun 18
Total with taxes and fees
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, (1,228 reviews)
"Great location clean and specious"
United States
Kathryn
$215 nightly
The price is $241
Jul 6 - Jul 7
Total with taxes and fees
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, (1,775 reviews)
"As always, loved my stay with this establishment. Beautifully run My granddaughters “wanted to live there “ 😊"
United States
Yvonne
$209 nightly
The price is $233
Jun 14 - Jun 15
Total with taxes and fees
Edison Beach House

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,138 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
$279 nightly
The price is $311
Jun 25 - Jun 26
Total with taxes and fees
Island Inn

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,057 reviews)
"Always a great stay"
United States
Jason
$261 nightly
The price is $291
Jun 12 - Jun 13
Total with taxes and fees
Lovers Key Resort

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (289 reviews)
"It was a nice, clean room at a good price, close to where we wanted to be."
United States
James
$77 nightly
The price is $86
Jun 18 - Jun 19
Total with taxes and fees
Lazy Cuckoo Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (951 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
$478 nightly
The price is $524
Jul 5 - Jul 6
Total with taxes and fees
GullWing Beach Resort

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,654 reviews)
"Excellent stay and amenities for families. "
United States
Megan
$498 nightly
The price is $555
Jun 11 - Jun 12
Total with taxes and fees
Sundial Beach Resort & Spa

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (290 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
$188 nightly
The price is $201
Jun 11 - Jun 12
Total with taxes and fees
Matlacha Tiny Village

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
$217 nightly
The price is $242
Jun 11 - Jun 12
Total with taxes and fees
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Bright & Cozy Townhome · Pool & Near Downtown

Bright & Cozy Townhome · Pool & Near Downtown
3.5 star property
Fort Myers
$340 nightly
The price is $379
Jun 12 - Jun 13
Total with taxes and fees
Bright & Cozy Townhome · Pool & Near Downtown

4544 Auburn Ave

4544 Auburn Ave
2.0 star property
Alabama Grove Terrace
$2,579 nightly
The price is $2,875
Jun 13 - Jun 14
Total with taxes and fees
4544 Auburn Ave

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
$471 nightly
The price is $527
Jun 12 - Jun 13
Total with taxes and fees
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (1,009 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
$179 nightly
The price is $200
Jun 21 - Jun 22
Total with taxes and fees
Flamingo Inn

Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (10 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
$553 nightly
The price is $616
Jun 11 - Jun 12
Total with taxes and fees
Driftwood Inn

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
$333 nightly
The price is $368
Jun 12 - Jun 13
Total with taxes and fees
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

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)
$288 nightly
The price is $299
Jun 11 - Jun 12
Total with taxes and fees
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
$265 nightly
The price is $295
Jun 16 - Jun 17
Total with taxes and fees
Tropical Mango Grove Stay Whiskey Creek Area

Fort Myers Coastal Retreat Hot Tub Yard Games

Fort Myers Coastal Retreat Hot Tub Yard Games
2.0 star property
San Carlos Park
$426 nightly
The price is $475
Jun 11 - Jun 12
Total with taxes and fees
Fort Myers Coastal Retreat Hot Tub Yard Games
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Island Hotel Reviews

Find out more about Pine Island

Everything you need to know about Pine Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pine Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pine Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia