Pine Island Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Pine Island

Fridge, microwave, oven, coffee/tea maker
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
8.0 out of 10, Very Good, (2)
"While many homes in this neighborhood are still struggling to recover from hurricane Ian, this cozy litte place is primed for the tourist season! Recently updated with very pretty, Florida decor, and sitting right on the canal for easy access to the gulf, our time spent here was relaxing and pleasant indeed. One thing to note is, it may not be a good fit for an older person who is prone to falls. I care for my mom, and would not have wanted to bring her here, as most of the rooms are on...
NEW LISTING! Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Fridge, microwave, oven, stovetop
🔆🏝LITTLE PARADISE🏝🔆
10.0 out of 10, Exceptional, (29)
"Nice place very comfortable. Enjoyed pool and golf cart."
🔆🏝LITTLE PARADISE🏝🔆
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (552)
"Full kitchen, nice living room, dining area, 2 nice sized bedrooms with comfortable beds. Nice beds. View of the Peace river and dock from balcony."
The price is ￥24,901
per night
Jun 10 - Jun 11
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beach/ocean view
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1082)
"Overall good customer service, however the place hasn’t recovered from the storm yet fully that’s apparent. Although not a big deal to me but did see a few cockroaches around the property, including one in my room. "
The price is ￥32,482
per night
Jun 2 - Jun 3
Edison Beach House
Grand Studio Suite, Kitchenette | Living area | Smart TV
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, (126)
"Very clean and peaceful. I highly recommend this company for vacation rental"
Lazy Cuckoo Inn
Balcony view
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (931)
"Absolutely Love this place! Clean, beautiful condo with an amazing view. "
The price is ￥25,280
per night
May 29 - May 30
Lovers Key Resort
Lobby
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, (405)
"nice place"
The price is ￥42,934
per night
May 29 - May 30
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Interior
TROPICAL HOUSE WITH POOL
9.6 out of 10, Exceptional, (7)
"I thoroughly enjoyed staying at this beautiful property. It was very nicely upgraded with very comfortable beds. The master bathroom was awesome! The shower had great water pressure! Its located close to many conveniences in downtown Cape Coral. The property manager was very accomodating with my requests. If I’m in the area anytime, I will definitely return to this property."
The price is ￥20,566
per night
May 30 - May 31
TROPICAL HOUSE WITH POOL
Beach | On the beach, sun loungers, beach towels
FULLY RESTORED! Rare Walkout Condo On Sanibel Beach
10.0 out of 10, Exceptional, (75)
"The address we were given, 3401, was/is incorrect. We were not given the name of the condo units, and once found, realized there was no signage. I called the property manager for info and was told they did not speak English, unfortunately we were not bi-lingual. We recognized the condo from the photo. Two other guests also had the same problem. Including written check out info at the condo would be helpful. After finally finding the condo, however, our stay was excellent. We would definitely...
FULLY RESTORED! Rare Walkout Condo On Sanibel Beach
Outdoor pool
GullWing Beach Resort
3.5 star property
9.6 out of 10, Exceptional, (869)
"I was unaware it would have been helpful to rent a car due to its location. The area and building was still under construction. Noisy during the week. No restaurant or food in the building. Store was 1 1/2 miles away so on first day I had not way to buy food until I rented a bike the next day. Or rent an Uber. Condo was amazing!! Beach front. Clean and large open concept. Large balcony. Would have been great if they also provided beach chairs and umbrella instead of having to rent...
GullWing Beach Resort
Dock
Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (231)
"Great lil place, loved it!! "
The price is ￥21,655
per night
May 29 - May 30
Matlacha Tiny Village
Pool | A heated pool
Twin House shared Volleyball pool 3 King bedrooms, 2 sofa sleepes 8
8.6 out of 10, Excellent, (57)
"This was a great property. The pool was amazing and overall accomodations were wonderful. Location was good on beautiful canal. Only drawback was it was close to busy road."
Twin House shared Volleyball pool 3 King bedrooms, 2 sofa sleepes 8
Pool | Outdoor pool, a heated pool
Pool Villa 'Coral Sunburst' Cape Coral, FL
8.8 out of 10, Excellent, (16)
"Great location. Spacious living area. Grand kids loved the pool."
Pool Villa 'Coral Sunburst' Cape Coral, FL
Beach | On the beach
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
9.4 out of 10, Exceptional, (84)
"I love this cottage. Very clean and comfortable Thank you Angelo for everything!"
Amazing location! Beachfront Island Cottage On The Gulf "Old" FL still exists!!
Terrace/patio
New to Market! Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
7.8 out of 10, Good, (30)
"The screened in porch was so nice to take our morning coffee to. Plenty of room in the kitchen for two cooks. My daughter in law is waiting on a heart and I wanted to take her on this trip to Florida This house was clean and spacious Met our neighbor across the street and he was so nice"
New to Market! Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Pool | A heated pool
Waterfront Villa Sophie - rehabilitated after hurricane
9.8 out of 10, Exceptional, (89)
"Very good holiday overall. Disappointing the kayak couldn’t be used,also lots of ants around the pool. However we still enjoyed ourself."
Waterfront Villa Sophie - rehabilitated after hurricane
Smart TV, video games, DVD player, books
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
10.0 out of 10, Exceptional, (64)
"We had such a wonderful stay......very clean, extremely well stocked with everything you need, including beach chairs, all kinds of utensils, spices etc.......great layout of the bedrooms for privacy if you need, nice pool, and responsive host. Highly recommend it!"
Pool home, 4 bedroom/ 3bath in a great location in Cape Coral!
Pool | Outdoor pool, a heated pool
Modern Villa - Waterfront w/Gulf Access, huge Pool and Spa, centrally located
9.8 out of 10, Exceptional, (132)
"Loved the house and pool! The property manager Anya was wonderful too!!"
Modern Villa - Waterfront w/Gulf Access, huge Pool and Spa, centrally located
Beach
Privacy in Paradise
10.0 out of 10, Exceptional, (58)
"Heat place to stay and anchor our adventures from. Thank you!"
Privacy in Paradise
On the beach
SANIBEL SUN CASTLE - Splendid home, great location, heated pool, bike to beach
9.8 out of 10, Exceptional, (83)
"Ralph and Ana are amazing hosts providing amenities for a perfect beach house experience. We were able to enjoy the home/pool and did several local excursions. Cabbage Key was fun. Bowman's Beach has to be one of the nicest, cleanest, and uncrowded beaches in the US- what a treat. We enjoyed the peaceful neighborhood walks in the evenings and at dawn. I highly recommend this place!"
SANIBEL SUN CASTLE - Splendid home, great location, heated pool, bike to beach
Don't see what you're looking for?
See all available properties in Pine Island
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.

Other types of properties in Pine Island you may be interested in

Studio | Individually decorated, individually furnished, free WiFi, bed sheets
Off the Charts Inn & Out Island Resort
2.5 star property
9.6 out of 10, Exceptional, (126)
"It was perfect for us & our teenagers! Having a kitchen, large living area with the pull out couch, & being able to walk out to a beautiful sitting & canal area made our stay! Then the manatees showed up! This stay could not have been better!!"
Off the Charts Inn & Out Island Resort
2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)
Sunseeker Resort Charlotte Harbor
4.0 star property
9.4 out of 10, Exceptional, (243)
"the areas around the property, the food hall it is amazing"
The price is ￥29,501
per night
Jun 2 - Jun 3
Sunseeker Resort Charlotte Harbor
Outdoor pool
Margaritaville Beach Resort Fort Myers
4.0 star property
8.8 out of 10, Excellent, (308)
"We loved hanging out at the pool. The DJ was really good. We also loved being able to support the local vendors as Ft. Myers Beach."
The price is ￥43,551
per night
Jun 4 - Jun 5
Margaritaville Beach Resort Fort Myers
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.

Search for holiday rentals in Pine Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Pine Island using one of the methods below:

  • View our selection of featured holiday rentals in Pine Island
  • Use the map to find apartments and other holiday homes in the Pine Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pine Island while they last

Look no further and take a look at our great range of rental properties in Pine Island!

Recent reviews of Pine Island properties
Expedia verified reviews

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

5/5 Excellent
"one of my favorite west coast stops...."
A verified traveler stayed at The Lighthouse Resort Inn & Suites
Posted 15 hours ago
The Lighthouse Resort Inn & Suites