Pine Island Holiday Rentals

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Holiday Rentals in Pine Island

🔆🏝LITTLE PARADISE🏝🔆

10.0 out of 10, Exceptional, (35)
"Great place to for fishing and relaxing. Easy golf cart ride to local restaurants. Very clean place. Great communication."
🔆🏝LITTLE PARADISE🏝🔆

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (612)
"Great property, incredible staff, local area and dining was great as well, will be back!"
The price is AU$233
includes taxes & fees
28 Sept - 29 Sept
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1480)
"Our family had a great time there. Staff was nice, location is great."
The price is AU$286
includes taxes & fees
1 Sept - 2 Sept
Edison Beach House

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (971)
"Great stay"
The price is AU$271
includes taxes & fees
26 Sept - 27 Sept
The Suites at Fishermen’s Village- 2 Bedroom Suites

Sundial Beach Resort & Spa

5.0 star property
8.6 out of 10, Excellent, (2576)
"Very nice Resort. Not a 5 star but they are remodeling. Easy access to the beautiful beach. Resturants were very good. Service was excellent. We went off season so there was not may people on the property which we liked."
The price is AU$661
includes taxes & fees
7 Sept - 8 Sept
Sundial Beach Resort & Spa

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

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Island Inn

3.5 star property
9.4 out of 10, Exceptional, (1100)
"Right on the beach!"
The price is AU$373
includes taxes & fees
1 Sept - 2 Sept
Island Inn

Lovers Key Resort

3.0 star property
8.8 out of 10, Excellent, (1005)
"We enjoyed the pool and watching the dolphins from bay front."
Lovers Key Resort

GullWing Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (928)
"The property was in a great location, right on the beach. The pool was really night and the room was much more than we expected. Shout out to the Front Desk staff!!"
GullWing Beach Resort

Landing Apartments near North Fort Myers

4.0 star property
9.4 out of 10, Exceptional, (39)
"Overall a great experience."
Landing Apartments near North Fort Myers

Lazy Cuckoo Inn

2.0 star property
9.0 out of 10, Wonderful, (214)
"Perfect place to stay"
The price is AU$184
includes taxes & fees
2 Sept - 3 Sept
Lazy Cuckoo Inn

Matlacha Tiny Village

3.0 star property
8.8 out of 10, Excellent, (263)
"Very nice place with all necesary accommodations for a Pleasant stay. "
The price is AU$282
includes taxes & fees
1 Sept - 2 Sept
Matlacha Tiny Village

“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING

10.0 out of 10, Exceptional, (5)
"This property is amazing! Beautiful views and great fishing right off the dock. My wife and I stayed for our belated anniversary and we couldnt have been happier. We will be back."
“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING

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

10.0 out of 10, Exceptional, (41)
"We had a wonderful time!"
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

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

9.0 out of 10, Wonderful, (18)
"We took our multigenerational family for a few days of quiet & sunshine. They loved the place so mush that they want to go back next year!We had a few problems with the house but the management team made it right.Lovely place to spend a few days - or more!"
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

9.4 out of 10, Exceptional, (67)
"Very clean and updated and has everything available for use. Nice stay "
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

Great 9th Floor Views and Just 103 Yards from the Beach!

10.0 out of 10, Exceptional, (167)
"The condo is perfect for a couple. It had everything we needed and location was perfect."
Great 9th Floor Views and Just 103 Yards from the Beach!

Top Location w/direct gulf access. Newly renovated kitchen and bathrooms

9.8 out of 10, Exceptional, (63)
"This is a great property. Quiet neighborhood which we wanted and yet close enough to everything we needed. Owner is available and helpful and on top of any problem immediately! Well stocked with everything needed. Comfortable beds. Plenty of storage areas for your things!! We were blessed with great weather to enjoy the beautiful lanai! We hope to be back next year to enjoy again!"
Top Location w/direct gulf access. Newly renovated kitchen and bathrooms

BEAUTIFUL SANIBEL ISLAND CONDO!!! - NEW EVERYTHING -NEW AMENITIES!!!

4.0 star property
9.8 out of 10, Exceptional, (47)
"Property was well maintained. Close to beach. Lovely area."
BEAUTIFUL SANIBEL ISLAND CONDO!!! - NEW EVERYTHING -NEW AMENITIES!!!

Steps to BEACH/POOL/Times square

9.8 out of 10, Exceptional, (11)
"We really enjoy staying at this property. It was very clean, comfortable, and with everything you need to enjoy your stay, complete kitchen, bathroom with shampoo and conditioner, beach towels. Very well located, walking distance to beach and downtown/restaurants. I would stay here again."
Steps to BEACH/POOL/Times square
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

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$184 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.