Pine Island Holiday Rentals

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Holiday Rentals in Pine Island

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (694)
"great trip and great stay"
United States
Annamarie
The price is AU$285
includes taxes & fees
2 Dec - 3 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1025)
"We loved our stay and plan on returning. Loved the sunset cruise from the marina "
United States
Paul
The price is AU$404
includes taxes & fees
13 Nov - 14 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1550)
"All around great place to stay"
United States
David
The price is AU$362
includes taxes & fees
10 Nov - 11 Nov
Edison Beach House

Sundial Beach Resort & Spa

5.0 star property
Mid Island
8.6 out of 10, Excellent, (2579)
"Thank you for a great stay!"
United States
Jessica
The price is AU$642
includes taxes & fees
23 Nov - 24 Nov
Sundial Beach Resort & Spa

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
9.6 out of 10, Exceptional, (100)
"Everything was perfect."
United States
Tom C.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

GullWing Beach Resort

3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"Great location"
United States
Andrey
GullWing Beach Resort

Lovers Key Resort

3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1012)
"The attention was excellent,very polite staff definitely I m going back with my family thank you"
United States
Antonio
Lovers Key Resort

Island Inn

3.5 star property
West End
9.4 out of 10, Exceptional, (1115)
"Love the property "
United States
Kimberly Lyn
The price is AU$410
includes taxes & fees
30 Nov - 1 Dec
Island Inn

Lazy Cuckoo Inn

2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (218)
"Clean good place to stay. Comfortable bed. However walls are thin."
United States
Justin
The price is AU$143
includes taxes & fees
16 Nov - 17 Nov
Lazy Cuckoo Inn

Landing Apartments near North Fort Myers

4.0 star property
Hancock
9.4 out of 10, Exceptional, (43)
"The kitchen was fully equipped for cooking. Safe parking. Bed blankets and pillows were excellent."
United States
Richard
Landing Apartments near North Fort Myers

Sanibel Siesta on the Beach

2.5 star property
Mid Island
10.0 out of 10, Exceptional, (1)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach

Matlacha Tiny Village

3.0 star property
Matlacha
8.8 out of 10, Excellent, (265)
"Amazing spot. Love it. Quiet, and very suitable for us. The hosts are amazing; they will do anything in their power to accommodate your needs. Highly recommend it."
United States
Isabel
The price is AU$315
includes taxes & fees
12 Nov - 13 Nov
Matlacha Tiny Village

Resort Harbour Properties

3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (361)
"Pool was beautiful. Beach was disappointing."
United States
Linda
Resort Harbour Properties

2 Private Cabanas with kitchen and a Private Pool.

Pelican
9.4 out of 10, Exceptional, (26)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.

Seaside 303

3.5 star property
Mid Island
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 303

Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

North Captiva
9.2 out of 10, Wonderful, (19)
"The property and entire process was great. The owner and hosts had great communication from booking to check out. The house was well stocked with everything needed from kitchen supplies to games to play. Great having the pool area to cook dinner while my daughters were playing. We would definitely book here again."
United States
Kevin S.
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

3.0 star property
Pelican
10.0 out of 10, Exceptional, (21)
"This home was a great property. Plenty of kitchen tools. The pool and patio right on the canal were special. From the bikes, kayaks and outdoor bbq, to the 2 master suites, this place had everything. There was a park a mile away with basketball, pickleball, tennis as well. Would definitely stay here again!"
United States
Lance H.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Flamingo Inn

3.0 star property
Mid Island
7.8 out of 10, Good, (980)
"Great little room by the beach and affordable. Would've liked a dresser but it was all good"
United States
Diana
Flamingo Inn

Heated Pool Home on a Canal

Hancock
9.8 out of 10, Exceptional, (66)
"Enjoyed our stay. Plenty of room for everyone to have their own space. House was clean, well stocked and comfortable!"
United States
Christine R.
Heated Pool Home on a Canal

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

Trafalgar
10.0 out of 10, Exceptional, (42)
"Very beautiful home with a great pool. We throughly enjoyed our stay and the management was very accommodating during our stay. The bikes, beach toys and coolers were great to have during our stay."
United States
Lesley B.
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
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$143 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.