A dense forest of tall pine trees with a clear blue sky.

Pine Island Center Vacation Rentals

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Pine Island Center vacation rentals

3 bedrooms, WiFi (free), bed sheets

1. Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq

Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq
Bokeelia
8.0 out of 10, Very Good, (5 reviews)
$182 nightly
The price is $201
Aug 16 - Aug 17
Total with taxes and fees
Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq
Exterior

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (295 reviews)
"We had a wonderful visit July 26th-28th. Check in was so easy. We stayed in the flamingo. The flamingo is so cute and charming. We had a wonderful time just relaxing and fishing off the dock with the grandkids. We love the kayaks. Tiny village is the perfect place for a little getaway and we can’t wait to book again."
United States
Heather
$222 nightly
The price is $239
Aug 16 - Aug 17
Total with taxes and fees
Matlacha Tiny Village
Outdoor dining

3. Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
$160 nightly
The price is $176
Aug 15 - Aug 16
Total with taxes and fees
Tiny home glamping unit in pine island on a 6 acre property
Pool

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

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (18 reviews)
"peaceful and quiet in a great place to getaway"
United States
Louis
$286 nightly
The price is $315
Aug 15 - Aug 16
Total with taxes and fees
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Grand Studio Suite, Kitchenette | Desk, laptop workspace, WiFi (free), bed sheets

5. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (296 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
$103 nightly
The price is $115
Sep 14 - Sep 15
Total with taxes and fees
Lazy Cuckoo Inn
TV

6. Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
8.8 out of 10, Excellent, (13 reviews)
"Highly recommend for families as this unit is located right by the pool and marina. Waterpark is within walking distance."
United States
DENISE H.
$422 nightly
The price is $465
Aug 15 - Aug 16
Total with taxes and fees
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Marina

7. 50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Matlacha
10.0 out of 10, Exceptional, (40 reviews)
"I can't imagine a better place to stay and relax. They had everything you needed and more.I hope to come back in the future."
United States
George G.
$460 nightly
The price is $507
Aug 15 - Aug 16
Total with taxes and fees
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.
Dining

8. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay. Beautiful home with a peaceful view. Great communication with the host. A nice quiet neighborhood. Would stay again. "
United States
Shauna
$391 nightly
The price is $431
Aug 25 - Aug 26
Total with taxes and fees
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Sun loungers, beach towels

9. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (51 reviews)
"We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area."
United States
Jennifer D.
$344 nightly
The price is $378
Aug 16 - Aug 17
Total with taxes and fees
NEW!! The “WATERSIDE” COTTAGE~With dockage
Coffee/tea maker, fridge, microwave, oven

10. Warm & Welcoming Rancher

Warm & Welcoming Rancher
Mariner
8.0 out of 10, Very Good, (2 reviews)
"We needed a place to stay while in the area attending the annual vintage base ball conference and this place fot the bill."
United States
Tim P.
$322 nightly
The price is $354
Aug 15 - Aug 16
Total with taxes and fees
Warm & Welcoming Rancher
Property amenity

11. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,145 reviews)
"Great views, clean room, amazing beach and staff!!! Can't wait to come."
United States
Daniel
$192 nightly
The price is $215
Sep 8 - Sep 9
Total with taxes and fees
Island Inn
Dining

12. Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (31 reviews)
"Very nice condo overlooking waterway. Nice pool and easy in and out. "
United States
William B.
$431 nightly
The price is $475
Aug 15 - Aug 16
Total with taxes and fees
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Coffee/tea maker, fridge, microwave, oven

13. Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (40 reviews)
"Great stay here! Clean and spacious. Loved the amenities and the location ease of access."
United States
Brianna L.
$264 nightly
The price is $291
Aug 27 - Aug 28
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Beach nearby

14. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
$396 nightly
The price is $414
Aug 15 - Aug 16
Total with taxes and fees
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Interior

15. Paradise Vacation Pool Home Last minute $155

Paradise Vacation Pool Home Last minute $155
Pelican
9.4 out of 10, Exceptional, (18 reviews)
"Beautiful place, great host ! Highly recommended ! "
United States
Titus C.
Paradise Vacation Pool Home Last minute $155
Sun loungers, beach towels

16. SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very Good, (145 reviews)
"This is a beautiful place to stay and it is EXACTLY as pictured in the platform. No surprises and nothing left out. It was clean, space to eat and cook. Nice area to relax and private bedroom. Nice pool for swimming and the residents were pleasant. A great value! Thank you for accommodating us with last minute notice. Will recommend staying with you. "
United States
SUZANNE M.
$246 nightly
The price is $271
Aug 30 - Aug 31
Total with taxes and fees
SUNSHINE GETAWAY VACATION RENTALS
Smart TV

17. Ultra Modern Home w Heated Salt water Pool pet friendly

Ultra Modern Home w Heated Salt water Pool pet friendly
Mariner
10.0 out of 10, Exceptional, (19 reviews)
"Loved the property. "
United States
ONE LEGACY
$423 nightly
The price is $466
Aug 18 - Aug 19
Total with taxes and fees
Ultra Modern Home w Heated Salt water Pool pet friendly
Exterior

18. North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club

North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club
North Captiva
10.0 out of 10, Exceptional, (35 reviews)
"Amazing stay!Beds were comfortable, kitchen was well stocked. We would stay here again and again. "
United States
Tanya J.
$1,196 nightly
The price is $1,316
Aug 17 - Aug 18
Total with taxes and fees
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club
Property grounds

19. Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001

Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
Captiva
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful condo…very clean. Located as an end unit. Enough spaces for 2 couples to stay as well as a small family."
United States
Debbie F.
$580 nightly
The price is $638
Aug 19 - Aug 20
Total with taxes and fees
Villa Sol: Premium 2BR Beachfront Corner Unit at Beach Villa 2001
On the beach

20. The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414

The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
Captiva
9.4 out of 10, Exceptional, (32 reviews)
"Such cute condo in a great location with amazing sunsets."
United States
Doug H.
$524 nightly
The price is $579
Aug 16 - Aug 17
Total with taxes and fees
The Chic Shack: Elevated Beachfront Luxury & Designer Views at Beach Villa 2414
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 Center Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

8/10 Good
"Room was clean and comfortable the view was superb the sun deck was excellent food and staff, the only problem was the music coming from the ground floor all day too loud till 9 PM."
Elisa 2-night trip
Posted 2 hours ago
Lani Kai Beachfront Resort

Find out more about Pine Island Center

Everything you need to know about Pine Island Center vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island Center vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Center vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Island Center vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Island Center. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pine Island Center in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pine Island Center rentals

At Expedia, we put the best Pine Island Center vacation 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 Center 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 Center vacation.

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 Center. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Pine Island Center?

Yes, you can find vacation rentals near the most popular sights in Pine Island Center, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Pine Island Center?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This vacation home rental outside of Pine Island Center is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Pine Island Center?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Pine Island Center stay.

What’s there to see and do in Pine Island Center?

Cultural attractions include Museum of the Islands, whereas Phillips Community Park is a spot to enjoy nature. Koucky Gardens & Gallery and Key West Express are a couple of places you'll find in the larger area.

What’s a vacation rental in Pine Island Center like?

Vacation rentals are private properties you can book for a couple days or more in Pine Island Center. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.