Holiday Rentals in Pine Island

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Holiday Rentals in Pine Island

Casa Florida 🌴 waterfront home with boat ramp

Bokeelia
9.4 out of 10, Exceptional, (9)
"House is very nice and in a great area right in the water with "
United States
Alexander B.
The price is €419
includes taxes & fees
22 Nov - 23 Nov
Casa Florida 🌴 waterfront home with boat ramp

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

Bokeelia
9.8 out of 10, Exceptional, (10)
"Could not ask for a better place to stay. Easy check in and check out. Clean. And very equipped. Will be staying there again "
United States
David B.
The price is €224
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia
10.0 out of 10, Exceptional, (41)
"We loved our stay here! Quaint, clean and a great location. Walking distance to Jug Creek Marina where there is live music until 8pm every day. There is also a bike path that runs the entire length of the island and easily accessible from the home. Check in was super simple and the host replied quickly to any questions and was very gracious. Fast access to the water if you have a boat. We will definitely be back!"
United States
Jody R.
The price is €352
includes taxes & fees
23 Nov - 24 Nov
NEW!! The “WATERSIDE” COTTAGE~With dockage

3-bedroom house in charming Saint James City with Canal Views!

Saint James City
10.0 out of 10, Exceptional, (1)
"We had a great short stay this trip down to St James City. We love SJC and this house is a easy walk to our favorite restaurant. The best way I can describe this house is spa like. It is a very nice, comfortable house and if nothing else stay here for the shower! It had everything and was well equipped with just about anything you may need, down to the yoga mats. We had a few questions at check in and the host Britt was quick to respond and help us out. We like that the house is pet friendly as...
United States
Tracy L.
3-bedroom house in charming Saint James City with Canal Views!

Cozy RV in Serene Bokeelia with AC

2.0 star property
Bokeelia
The price is €212
includes taxes & fees
22 Nov - 23 Nov
Cozy RV in Serene Bokeelia with AC

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Bokeelia
9.8 out of 10, Exceptional, (18)
"The best part of out stay was how helpful Carla the property manager was. It’s great to have her near and so attentive."
United States
Donna J.
The price is €308
includes taxes & fees
22 Nov - 23 Nov
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Blue Crab Key Condo! Two Bedroom Two Bathroom!

Bokeelia
The price is €498
includes taxes & fees
22 Nov - 23 Nov
Blue Crab Key Condo! Two Bedroom Two Bathroom!

Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!

Manatee Bay
The price is €677
includes taxes & fees
10 Nov - 11 Nov
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!

StudioRes Fort Myers Airport

3.0 star property
Fort Myers
8.4 out of 10, Very good, (8)
"Clean room, staff, amenities, easy check in, easy access to gas stations, restaurants, and retail. "
United States
Gina
The price is €82
includes taxes & fees
16 Nov - 17 Nov
StudioRes Fort Myers Airport

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (693)
"great trip and great stay"
United States
Annamarie
The price is €162
includes taxes & fees
2 Dec - 3 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

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 €177
includes taxes & fees
12 Nov - 13 Nov
Matlacha Tiny Village

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1024)
"We loved our stay and plan on returning. Loved the sunset cruise from the marina "
United States
Paul
The price is €227
includes taxes & fees
12 Nov - 13 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites

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 €230
includes taxes & fees
30 Nov - 1 Dec
Island Inn

GullWing Beach Resort

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

Delightful Luxury Suite In The Heart Of Fort Myers

Daniels Corridor
9.6 out of 10, Exceptional, (44)
"The neighborhood was beautiful, very quiet and safe. The suite was very comfortable and the bathroom was beautiful. Yana was amazing and responded very quickly. Area was very close shopping, airport and restaurants. Would definitely stay here again. "
United States
Annie S.
The price is €159
includes taxes & fees
10 Nov - 11 Nov
Delightful Luxury Suite In The Heart Of Fort Myers

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 €81
includes taxes & fees
16 Nov - 17 Nov
Lazy Cuckoo Inn

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (168)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
The price is €187
includes taxes & fees
30 Nov - 1 Dec
Island Life! King Bed Studio-Steps to beach

Studio#1-Back Bay Sunsets in Matlacha

Matlacha
9.6 out of 10, Exceptional, (10)
"It was peaceful "
United States
Jay s.
Studio#1-Back Bay Sunsets in Matlacha
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, apart-hotels, 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 €81 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.