Title: Pine Island Vacation Rentals from CA $165: Short-Term Rentals for 2026 | Expedia.ca

[Pine Island Travel Guide](https://expedia.ca/Pine-Island.dx553248635083900600)[Hotels in Pine Island](https://expedia.ca/Pine-Island-Hotels.d553248635083900600.Travel-Guide-Hotels)[Flights to Pine Island](https://expedia.ca/Cheap-Flights-To-Pine-Island.d553248635083900600.Travel-Guide-Flights)[Things to do in Pine Island](https://expedia.ca/Things-To-Do-In-Pine-Island.d553248635083900600.Travel-Guide-Activities)[Pine Island Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Island.d553248635083900600.Car-Rental-Guide)[Pine Island Vacation Packages](https://expedia.ca/Pine-Island.d553248635083900600.Destination-Travel-Guides)

![Drone panorama over Pass-a-Grille beach on Treasure Island and Pine Key area in St. Petersburg in Florida during sunset](https://images.trvl-media.com/place/553248635083900600/945ee398-8b42-431a-a1db-7e1b159923e1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635083900600/945ee398-8b42-431a-a1db-7e1b159923e1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pine Island vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/e44803ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/c79272cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/6760caf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/e255f267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Saint-James-City-Hotels-Studio-1-Bedroom-Cabin-In-Pine-Island-On-A-6-Acre-Property.h122951821.Hotel-Information)

Saint James City

10/10

Exceptional

(1 review)

"Wonderful setting, terrific host, just right for our one night stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

A P.

CA $113

CA $153 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Saint-James-City-Hotels-Studio-1-Bedroom-Cabin-In-Pine-Island-On-A-6-Acre-Property.h122951821.Hotel-Information)

![Private beach nearby, motor boating, fishing](https://images.trvl-media.com/lodging/125000000/124360000/124354400/124354386/13cc04c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, Harbour View, Overwater | Living area](https://images.trvl-media.com/lodging/125000000/124360000/124354400/124354386/9ee97feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124360000/124354400/124354386/2641d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124360000/124354400/124354386/84fed8fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MALU LANI Inn & Marina 

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina.h124354386.Hotel-Information)

Bokeelia

CA $318

CA $477 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina.h124354386.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/30f60c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/5fcaf02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/w1536h2048x598y0-c9665e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/w2730h2048x1y0-b97c6b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glamping in pine island, Charming 1-bedroom cabin in welcoming Saint James City

[](https://www.expedia.ca/Saint-James-City-Hotels-Glamping-In-Pine-Island.h122448372.Hotel-Information)

Saint James City

8.0/10

Very good

(1 review)

"It was very cozy. We loved the location and little patio. It was nice and quiet. We would definitely stay again.We had 2 small suggestions. A mirror somewhere for getting ready and having a bit more space between the toilet and door. It is quite tight with thee door closed.Otherwise it was perfect! Thank you"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason C.

CA $177

CA $224 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Saint-James-City-Hotels-Glamping-In-Pine-Island.h122448372.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/3ed6de26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/19a86893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/447ffa87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/51f076e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Bokeelia-Hotels-Charming-1-Bedroom-Apartment-In-Bokeelia-With-WiFi.h111585720.Hotel-Information)

Bokeelia

10/10

Exceptional

(11 reviews)

"Loved the quiet location. Pool /lanai was very relaxing. Everything was just as promised. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ken K.

CA $203

CA $425 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-Charming-1-Bedroom-Apartment-In-Bokeelia-With-WiFi.h111585720.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/25aec540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c6ccd492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW!! The “WATERSIDE” COTTAGE\~With dockage

[](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information)

Bokeelia

10/10

Exceptional

(42 reviews)

"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ron R.

CA $274

CA $555 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/2f947f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/43970be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/b8b9a39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/223962a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Saint-James-City-Hotels-3-Bedroom-House-In-Charming-Saint-James-City-With-AC.h113344034.Hotel-Information)

Saint James City

10/10

Exceptional

(5 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tracy L.

CA $195

CA $610 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Saint-James-City-Hotels-3-Bedroom-House-In-Charming-Saint-James-City-With-AC.h113344034.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/w1161h769x0y0-d0aa73d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/a8646dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/075418aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/bbec7c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Florida 🌴 waterfront home with boat ramp

[](https://www.expedia.ca/Bokeelia-Hotels-Casa-Florida-Waterfront-Home-With-Boat-Ramp.h97067998.Hotel-Information)

Bokeelia

9.4/10

Exceptional

(9 reviews)

"Nice place on canal, having everything you need . Enjoyed the stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John M.

CA $225

CA $622 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-Casa-Florida-Waterfront-Home-With-Boat-Ramp.h97067998.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/c3aaf7f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/32680526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/2811eda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/e9a09a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Bokeelia-Hotels-Newly-Remodeled.h74873822.Hotel-Information)

Bokeelia

9.8/10

Exceptional

(18 reviews)

"Couldn’t be better!!! Highly recommend!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luis K.

CA $271

CA $476 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-Newly-Remodeled.h74873822.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124510000/124501600/124501599/ea1716ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124510000/124501600/124501599/3f4d55d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124510000/124501600/124501599/232a2509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124510000/124501600/124501599/d33a2e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom house in Bokeelia close to many amenities.

[](https://www.expedia.ca/Bokeelia-Hotels-Cozy-2-Bedroom-House-In-Bokeelia-Close-To-Many-Amenities.h124501599.Hotel-Information)

Bokeelia

CA $205

CA $504 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-Cozy-2-Bedroom-House-In-Bokeelia-Close-To-Many-Amenities.h124501599.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122930000/122920800/122920723/w2732h1822x0y113-b1e2b19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122920800/122920723/w2732h1822x0y113-e4bc2018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122930000/122920800/122920723/w2732h1822x0y113-e7ca26b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122930000/122920800/122920723/w2732h1822x0y113-7641c988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island

[](https://www.expedia.ca/Saint-James-City-Hotels-Cozy-2-Bedroom-Downstairs-Unit-In-A-House-In-Saint-James-City-Pine-Island.h122920723.Hotel-Information)

Saint James City

CA $213

CA $515 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Saint-James-City-Hotels-Cozy-2-Bedroom-Downstairs-Unit-In-A-House-In-Saint-James-City-Pine-Island.h122920723.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/0dd8f373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/e18bcf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/af159e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/14f9b834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Saint-James-City-Hotels-Tropical-Getaway-In-St-James-City-3BR2BA-W-Boat-Ramp-Access-Nearby.h119821823.Hotel-Information)

Manatee Bay

CA $376

CA $1,043 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Saint-James-City-Hotels-Tropical-Getaway-In-St-James-City-3BR2BA-W-Boat-Ramp-Access-Nearby.h119821823.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/6873287f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/2ec401d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/4f245051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/a5843454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Crab Key Condo! Two Bedroom Two Bathroom!

[](https://www.expedia.ca/Bokeelia-Hotels-BCK-D5-88.h67363669.Hotel-Information)

Bokeelia

CA $340

CA $765 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-BCK-D5-88.h67363669.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125170000/125161500/125161483/21898503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/126000000/125170000/125161500/125161483/33df85ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125170000/125161500/125161483/0ec1cc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/126000000/125170000/125161500/125161483/3b26251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glamping Cabin with a shared pool in the middle of best that nature has to offer

[](https://www.expedia.ca/Saint-James-City-Hotels-Glamping-Cabin-With-A-Shared-Pool-In-The-Middle-Of-Best-That-Nature-Has-To-Offer.h125161483.Hotel-Information)

Saint James City

CA $218

CA $270 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Saint-James-City-Hotels-Glamping-Cabin-With-A-Shared-Pool-In-The-Middle-Of-Best-That-Nature-Has-To-Offer.h125161483.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/f12e29fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/72bf572f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/62de1d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/6c9784fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Just Listed - Beautifully renovated waterfront 2 bedroom home

[](https://www.expedia.ca/Bokeelia-Hotels-Just-Listed-Beautifully-Renovated-Waterfront-2-Bedroom-Home.h75004993.Hotel-Information)

Bokeelia

9.0/10

Wonderful

(8 reviews)

"Me and one of my friends come to Florida once a year to fish with a couple of our good friends and this was the perfect place for us. The property was very nice, clean, communication with ownership was easy, and we had a great time. I would recommend this place to anyone looking for a fun weekend stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rex S.

CA $405

CA $720 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-Just-Listed-Beautifully-Renovated-Waterfront-2-Bedroom-Home.h75004993.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1826x0y111-a24d928c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1822x0y113-88fc1f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1822x0y113-e63646c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1820x0y114-cb55fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bedroom ground floor unit just steps from the gulf with a small private beach

[](https://www.expedia.ca/Bokeelia-Hotels-2-Bedroom-Ground-Floor-Unit-Just-Steps-From-The-Gulf-With-A-Small-Private-Beach.h123780267.Hotel-Information)

Bokeelia

2.0/10

(1 review)

"We arrived at 6pm it was dark and no lights "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel B.

CA $267

CA $504 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Bokeelia-Hotels-2-Bedroom-Ground-Floor-Unit-Just-Steps-From-The-Gulf-With-A-Small-Private-Beach.h123780267.Hotel-Information)

![Village Beach & Harbor Suite | Balcony view](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/044be177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grande Harbor Entertainment Suite](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/58e474fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/137e53e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information)

Punta Gorda Isles

9.8/10

Exceptional

(1,086 reviews)

"The room was spotless and the staff is great. Love the amenities and view."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

cindy

CA $302

CA $338 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/w2048h1533x0y3-d90e5da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Margarita Tiny Home](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/fd9a6fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/ae1234d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Margarita Tiny Home | Private kitchen](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/5e4b61fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Matlacha Tiny Village

[](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information)

Matlacha

8.8/10

Excellent

(274 reviews)

"The property was super cute and clean! It also had just about anything you could need!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wyatt

CA $161

CA $281 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information)

![Laptop workspace, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/cf5bc44c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/ea4f8c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/a228a358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/53b2f3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### StudioRes Fort Myers Airport

[](https://www.expedia.ca/Fort-Myers-Hotels-Studiores-Fort-Myers.h114942118.Hotel-Information)

Fort Myers

9.2/10

Wonderful

(26 reviews)

"Loved stay here!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

CA $212

CA $236 total

includes taxes & fees

Feb 7 - Feb 8

[](https://www.expedia.ca/Fort-Myers-Hotels-Studiores-Fort-Myers.h114942118.Hotel-Information)

![Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/fb0b7d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Queen Bed, Partial Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/23906604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Partial Ocean View](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/1488afc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 Queen Bed, Partial Ocean View](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/96081da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Edison Beach House

[](https://www.expedia.ca/Fort-Myers-Hotels-Edison-Beach-House.h11753200.Hotel-Information)

Fort Myers Beach

9.4/10

Exceptional

(1,636 reviews)

"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ellen

CA $302

CA $382 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Fort-Myers-Hotels-Edison-Beach-House.h11753200.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&regionId=553248635083900600&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Aparthotels

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Private vacation homes

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Apartments

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+Florida%2C+United+States+of+America&regionId=553248635083900600&latLong=26.595757%2C-82.111511&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+Florida%2C+United+States+of+America&regionId=553248635083900600&latLong=26.595757%2C-82.111511&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+Florida%2C+United+States+of+America&regionId=553248635083900600&latLong=26.595757%2C-82.111511&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+Florida%2C+United+States+of+America&regionId=553248635083900600&latLong=26.595757%2C-82.111511&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Pine+Island%2C+Florida%2C+United+States+of+America&regionId=553248635083900600&latLong=26.595757%2C-82.111511&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=RESIDENCE)

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## Top Pine Island Hotel Reviews

![Sanibel Island Beach Resort](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5_y.jpg)

### Sanibel Island Beach Resort

10/10 Excellent

"The room was clean and staff was very accommodating. The property is situated on a lovely beach and the pool was heated so we were able to swim in spite of the cooler weather."

[](https://expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information)

![Pink Shell Beach Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/15700/15603/5f038ed2_y.jpg)

### Pink Shell Beach Resort and Marina

10/10 Excellent

"Excellent as always. Great staff, very friendly and helpful. Great food. Great view. "

[](https://expedia.ca/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information)

![Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park](https://images.trvl-media.com/lodging/1000000/800000/798500/798422/16c0566c_y.jpg)

### Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park

10/10 Excellent

"Easy. Clean room "

[](https://expedia.ca/Fort-Myers-Hotels-Days-Inn-Suites-By-Wyndham-Fort-Myers-Near-JetBlue-Park.h798422.Hotel-Information)

![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg)

### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent

"staff was extremely pleasant, hotel very clean, steak house food was amazing, fish was incredible. Pools were equally incredible. "

[](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information)

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent

"Service was excellent, arrived within 10 minutes of request."

[](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information)

![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](https://images.trvl-media.com/lodging/1000000/30000/26900/26860/ab39b98c_y.jpg)

### Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent

"Great hotel! Molly was so professional and efficient with our check in. The location is perfect with a lot of restaurants walkable. The room was nice and clean."

[](https://expedia.ca/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.Hotel-Information)

![Baymont by Wyndham Fort Myers Central](https://images.trvl-media.com/lodging/1000000/30000/23400/23367/7ff8face_y.jpg)

### Baymont by Wyndham Fort Myers Central

10/10 Excellent

"Gray service "

[](https://expedia.ca/Fort-Myers-Hotels-La-Quinta-Inn-By-Wyndham-Fort-Myers-Central.h23367.Hotel-Information)

![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent

"it was a beautiful place to stay and stay there again"

[](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information)

![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg)

### Lani Kai Beachfront Resort

10/10 Excellent

"Clean room, great views, helpful staff. Bed was not the greatest but other than that we had an amazing trip!"

[](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information)

## Find out more about Pine Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pine Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Pine Island ](https://expedia.ca/Pine-Island-Private-Vacation-Homes.d553248635083900600-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Things to do in Southeast Florida](https://expedia.ca/Things-To-Do-In-Southeast-Florida.d6047949.Travel-Guide-Activities)
- [Things to do in South Florida](https://expedia.ca/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities)
- [Things to do in Emerald Coast](https://expedia.ca/Things-To-Do-In-Emerald-Coast.d553248635975748129.Travel-Guide-Activities)
- [Things to do in Northern Florida](https://expedia.ca/Things-To-Do-In-Northern-Florida.d6233767.Travel-Guide-Activities)
- [Things to do in Florida Gulf Coast](https://expedia.ca/Things-To-Do-In-Florida-Gulf-Coast.d553248635974622901.Travel-Guide-Activities)
- [Things to do in Fort Walton Beach - Destin](https://expedia.ca/Things-To-Do-In-Fort-Walton-Beach-Destin.d6023392.Travel-Guide-Activities)

Packages

- [Central West Coast Florida Vacation Packages](https://expedia.ca/Central-West-Coast-Florida.d6048187.Destination-Travel-Guides)
- [Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

Vacation Rentals

- [Vacation Rental Sanibel Captiva Island](https://expedia.ca/Sanibel-Captiva-Island-Vacation-Rentals.d6326115.Travel-Guide-VacationRentals)
- [Vacation Rental Florida Panhandle](https://expedia.ca/Florida-Panhandle-Vacation-Rentals.d6048212.Travel-Guide-VacationRentals)
- [Vacation Rental South Florida](https://expedia.ca/South-Florida-Vacation-Rentals.d6233792.Travel-Guide-VacationRentals)
- [Vacation Rental Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)
- [Vacation Rental Florida Gulf Coast](https://expedia.ca/Florida-Gulf-Coast-Vacation-Rentals.d553248635974622901.Travel-Guide-VacationRentals)

General

- [Visit Southeast Florida](https://expedia.ca/Southeast-Florida.dx6047949)
- [Visit Northern Florida](https://expedia.ca/Northern-Florida.dx6233767)
- [Visit Clearwater-St. Pete Beaches](https://expedia.ca/Clearwater-St-Pete-Beaches.dx553248621593965854)
- [Visit Florida Panhandle](https://expedia.ca/Florida-Panhandle.dx6048212)
- [Visit Southwest Florida](https://expedia.ca/Southwest-Florida.dx6233839)
- [Visit Anna Maria Island](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)
- [Visit Sanibel Captiva Island](https://expedia.ca/Sanibel-Captiva-Island.dx6326115)

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