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
9.2 out of 10, Wonderful, (674)
"great trip and great stay"
United States
Annamarie
The price is NZ$308
includes taxes & fees
11 Nov - 12 Nov
Hyatt Vacation Club at Coconut Cove, Bonita Springs
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (1009)
"Fantastic place to stay! Everything was top notch! "
United States
Julie
The price is NZ$325
includes taxes & fees
28 Oct - 29 Oct
The Suites at Fishermen’s Village- 2 Bedroom Suites
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1539)
"All around great place to stay"
United States
David
The price is NZ$357
includes taxes & fees
26 Oct - 27 Oct
Edison Beach House
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
9.6 out of 10, Exceptional, (100)
"Everything was perfect."
United States
Tom C.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Sundial Beach Resort & Spa
5.0 star property
8.6 out of 10, Excellent, (2579)
"Thank you for a great stay!"
United States
Jessica
The price is NZ$739
includes taxes & fees
26 Oct - 27 Oct
Sundial Beach Resort & Spa
GullWing Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (930)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (1009)
"We enjoyed the pool and watching the dolphins from bay front."
United States
Cristine
Lovers Key Resort
Landing Apartments near North Fort Myers
4.0 star property
9.4 out of 10, Exceptional, (41)
"Great place to stay."
Costa Rica
Anonymous traveller
Landing Apartments near North Fort Myers
Lazy Cuckoo Inn
2.0 star property
9.0 out of 10, Wonderful, (216)
"Perfect place to stay"
United States
Nancy
The price is NZ$162
includes taxes & fees
28 Oct - 29 Oct
Lazy Cuckoo Inn
Island Inn
3.5 star property
9.4 out of 10, Exceptional, (1111)
"A great place to enjoy the beach. Beautiful sunsets, We will definitely be back to Island Inn. Thanks for a great vacation!!!"
United States
Dave
The price is NZ$424
includes taxes & fees
26 Oct - 27 Oct
Island Inn
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (265)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is NZ$315
includes taxes & fees
9 Nov - 10 Nov
Matlacha Tiny Village
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
9.2 out of 10, Wonderful, (19)
"Wonderful stay with a large family of 16. Dreamcatcher is a beautifully decorated home that had everything we needed! From the gorgeous views, comfortable beds, nice showers, and fully stocked kitchen it is truly a slice of paradise! There were two golf carts to explore the island but also a short walk to the beach where we watched the most beautiful sunsets. Would highly recommend and hope to stay at Dreamcatcher again! "
United States
Beth H.
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
Heated Pool Home on a Canal
9.8 out of 10, Exceptional, (64)
"The property was beautiful and everything was perfect. 10/10 recommend! "
United States
Shana G.
Heated Pool Home on a Canal
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING
10.0 out of 10, Exceptional, (5)
"We had been looking forward to our family vacation for quite awhile with excitement and the home did not disappoint! Clean, light and bright with a stunning view. We will definitely be back!"
United States
Nathan M.
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING
Landing Fort Myers Forestwood
4.0 star property
2.0 out of 10, (1)
Landing Fort Myers Forestwood
Flamingo Inn
3.0 star property
7.8 out of 10, Good, (980)
"Will definitely stay here again!"
United States
Sasha
Flamingo Inn
Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views
9.8 out of 10, Exceptional, (72)
"Great trip!"
United States
Patricia D.
Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views
SEASIDE 503,Penthouse,Direct beach front 230+reviews.Direct gulf front,pool,bch
4.0 star property
9.8 out of 10, Exceptional, (236)
"We had a perfect beach vacation. Immaculately clean, well-appointed, conveniently located across from a Publix. Beautiful, quiet beach, good pool, comfortable, clean beds. Owners very responsive and available. Hope to return in the future!"
United States
Norma R.
SEASIDE 503,Penthouse,Direct beach front 230+reviews.Direct gulf front,pool,bch
South Seas Bayside Villa 5130: Your Perfect Island Retreat
8.4 out of 10, Very good, (18)
"Beautiful apartment "
United States
Michael
South Seas Bayside Villa 5130: Your Perfect Island Retreat
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
9.2 out of 10, Wonderful, (70)
"Very clean and updated and has everything available for use. Nice stay "
United States
Anthony S.
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
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 favorite 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 depends 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 NZ$162 per night. Entering your travel dates in the search wizard you might find 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.