Pine Island Holiday Rentals

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Our top choices for Pine Island holiday rentals

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1590)
"Awesome stay "
United States
mary
The price is AU$351
includes taxes & fees
2 Jan - 3 Jan 2026
Edison Beach House

StudioRes Fort Myers Airport

StudioRes Fort Myers Airport
3.0 star property
Fort Myers
8.8 out of 10, Excellent, (18)
"Clean room, staff, amenities, easy check in, easy access to gas stations, restaurants, and retail. "
United States
Gina
The price is AU$182
includes taxes & fees
31 Dec - 1 Jan 2026
StudioRes 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, (1057)
"Beautiful room. Wonderful staff & views."
United States
Christina
The price is AU$342
includes taxes & fees
25 Dec - 26 Dec
The Suites at Fishermen’s Village- 2 Bedroom Suites

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (740)
"Room great clean, staff great.loved pool"
United States
Dennis
The price is AU$391
includes taxes & fees
6 Jan - 7 Jan 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
The price is AU$1,023
includes taxes & fees
3 Jan - 4 Jan 2026
GullWing Beach Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1018)
"Nice place"
United States
patrick
Lovers Key Resort

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is AU$667
includes taxes & fees
7 Jan - 8 Jan 2026
Sundial Beach Resort & Spa

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1123)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is AU$434
includes taxes & fees
4 Jan - 5 Jan 2026
Island Inn

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is AU$313
includes taxes & fees
11 Jan - 12 Jan 2026
Matlacha Tiny Village

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (226)
"Room was very clean, and spacious. Very convenient location for Ft. Myers’s beach and Sanibel. "
United States
ANNA
The price is AU$155
includes taxes & fees
26 Dec - 27 Dec
Lazy Cuckoo Inn

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, (1)
"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 AU$340
includes taxes & fees
28 Dec - 29 Dec
Hibiscus House Bed Breakfast Citrus Room

Resort Harbour Properties

Resort Harbour Properties
3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (364)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is AU$317
includes taxes & fees
11 Jan - 12 Jan 2026
Flamingo 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
The price is AU$516
includes taxes & fees
6 Jan - 7 Jan 2026
Modern 2BR Fort Myers Condo Pool, BBQ & Near Beaches

Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home
2.0 star property
South Island
The price is AU$1,242
includes taxes & fees
4 Jan - 5 Jan 2026
Redfish Retreat - South End Pool Home

Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home
2.0 star property
Mid Island
The price is AU$1,254
includes taxes & fees
4 Jan - 5 Jan 2026
Docked at Dakota Sunset - Mid Island Pool Home

Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room
2.0 star property
Fort Myers River District
The price is AU$374
includes taxes & fees
3 Jan - 4 Jan 2026
Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite
2.0 star property
Fort Myers River District
The price is AU$350
includes taxes & fees
4 Jan - 5 Jan 2026
Hibiscus House Bed Breakfast Inn Flamingo Suite

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
The price is AU$330
includes taxes & fees
4 Jan - 5 Jan 2026
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
The price is AU$385
includes taxes & fees
27 Dec - 28 Dec
Hibiscus House Bed Breakfast Inn Parrot 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

Everything you need to know about Pine Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pine Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island holiday rentals we have selected for you start as low as AU$155 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island holiday 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 holiday.

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.