Title: Pine Island Vacation Rentals from CA $128: 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)

![Saint James City which includes a beach bar](https://images.trvl-media.com/place/6355652/02312b9c-1808-4deb-82b8-38f963e4404a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Pine Island Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-12-14&endDate=2025-12-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-12-15&endDate=2025-12-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083900600&startDate=2025-12-26&endDate=2025-12-28&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

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/7937e6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/112000000/111590000/111585800/111585720/72f387c4.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)

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

### Apartment in Bokeelia

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

9.8/10

Exceptional

(10)

"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 $207

CA $346 total

includes taxes & fees

Dec 15 - Dec 16

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/w2730h2048x1y0-253a53d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/w1536h2048x598y0-a6c4f552.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)

![Exterior](https://images.trvl-media.com/lodging/123000000/122450000/122448400/122448372/w2730h2048x1y0-14895fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Saint James City

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

CA $132

CA $175 total

includes taxes & fees

Dec 15 - Dec 16

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

![Private kitchen](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/bbec7c51.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)

![Interior](https://images.trvl-media.com/lodging/98000000/97070000/97068000/97067998/c3cd40b4.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)

### Vacation Home in Bokeelia

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

9.4/10

Exceptional

(9)

"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 $158

CA $542 total

includes taxes & fees

Dec 15 - Dec 16

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

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

![Pool](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/915dc594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122960000/122951900/122951821/4a4041c9.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)

### Cabin in Saint James City

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

CA $110

CA $150 total

includes taxes & fees

Dec 16 - Dec 17

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

![Pool](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/w1242h995x0y223-01d8ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/d511210f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/663202bd.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)

### Vacation Home in Bokeelia

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

10/10

Exceptional

(41)

"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 $236

CA $511 total

includes taxes & fees

Dec 15 - Dec 16

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

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305401/f11eac0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305401/01801774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305401/acdb52a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305401/2757cc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Bokeelia

[](https://www.expedia.ca/Bokeelia-Hotels-Cozy-RV-In-Serene-Bokeelia-With-AC.h119305401.Hotel-Information)

CA $87

CA $186 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Bokeelia-Hotels-Cozy-RV-In-Serene-Bokeelia-With-AC.h119305401.Hotel-Information)

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

![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122930000/122920800/122920723/w2732h1822x0y113-53b34868.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)

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

### Vacation Home in Saint James City

[](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)

CA $187

CA $483 total

includes taxes & fees

Dec 15 - Dec 16

[](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)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/72a6fc34.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)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74880000/74873900/74873822/1c1e8d92.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/b7bd4042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bokeelia

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

9.8/10

Exceptional

(18)

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

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

Luis K.

CA $275

CA $484 total

includes taxes & fees

Dec 15 - Dec 16

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1536x0y256-31a6a6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/124000000/123790000/123780300/123780267/w2732h1822x0y113-286845ac.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)

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

### Vacation Home in Bokeelia

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

CA $306

CA $558 total

includes taxes & fees

Dec 28 - Dec 29

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123130900/123130878/194d9afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130900/123130878/w1179h820x0y1-65330aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/124000000/123140000/123130900/123130878/w1086h720x0y4-34d238ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130900/123130878/028ef86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bokeelia

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Anglers-Apartment-2.h123130878.Hotel-Information)

CA $273

CA $470 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Anglers-Apartment-2.h123130878.Hotel-Information)

![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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/50398bac.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)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113350000/113344100/113344034/aaba68b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Saint James City

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

10/10

Exceptional

(4)

"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 $292

CA $731 total

includes taxes & fees

Dec 15 - Dec 16

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

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/256c6664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/103d397c.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)

![Dining](https://images.trvl-media.com/lodging/120000000/119830000/119821900/119821823/5a7b520d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Manatee Bay

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

CA $383

CA $1,059 total

includes taxes & fees

Dec 15 - Dec 16

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

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

![Property grounds](https://images.trvl-media.com/lodging/68000000/67370000/67363700/67363669/30f9f7b5.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)

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

### Condo in Bokeelia

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

CA $346

CA $774 total

includes taxes & fees

Dec 15 - Dec 16

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

![Exterior](https://images.trvl-media.com/lodging/78000000/77060000/77051500/77051412/e61117f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77060000/77051500/77051412/de6797f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/78000000/77060000/77051500/77051412/92b98583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/78000000/77060000/77051500/77051412/9ab1b25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Saint James City

[](https://www.expedia.ca/Saint-James-City-Hotels-Quiet-Getaway-On-Gulf-Coast-Boat-Dock-Pool.h77051412.Hotel-Information)

10/10

Exceptional

(36)

"Enjoyed our stay."

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

Mary A.

CA $386

CA $788 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Saint-James-City-Hotels-Quiet-Getaway-On-Gulf-Coast-Boat-Dock-Pool.h77051412.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/6c9784fd.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)

![Exterior](https://images.trvl-media.com/lodging/76000000/75010000/75005000/75004993/w1920h1080x228y0-efd8e495.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/bfc1b9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bokeelia

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

9.0/10

Wonderful

(8)

"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 $412

CA $735 total

includes taxes & fees

Dec 15 - Dec 16

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

![Exterior](https://images.trvl-media.com/lodging/124000000/123130000/123129900/123129853/c55ba378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123130000/123129900/123129853/w1179h820x0y1-6cce6ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/124000000/123130000/123129900/123129853/w1880h1265x0y5-ce8bcf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123130000/123129900/123129853/e2028fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bokeelia

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Anglers-Apartment-1.h123129853.Hotel-Information)

CA $273

CA $470 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Anglers-Apartment-1.h123129853.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123131400/123131347/cab31c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123140000/123131400/123131347/w1079h719x4y4-58abf4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123131400/123131347/w1179h820x0y1-73c7189a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123140000/123131400/123131347/w1086h720x0y4-d611e56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bokeelia

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Pirates-Haven-Unit-3.h123131347.Hotel-Information)

CA $273

CA $479 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Pirates-Haven-Unit-3.h123131347.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123140000/123131700/123131639/28f1e5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123131700/123131639/89fc63fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123140000/123131700/123131639/b87741e5_edited_5b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123140000/123131700/123131639/w1082h720x4y4-d19fa19c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Bokeelia

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Pelicans-Porch-Unit-4.h123131639.Hotel-Information)

CA $273

CA $479 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Bokeelia-Hotels-MALU-LANI-Inn-Marina-Pelicans-Porch-Unit-4.h123131639.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)

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

![Full-size fridge, microwave, ice maker](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/6867ea2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, ice maker](https://images.trvl-media.com/lodging/115000000/114950000/114942200/114942118/f8c23359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Fort Myers

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

8.8/10

Excellent

(15)

"Clean room, staff, amenities, easy check in, easy access to gas stations, restaurants, and retail. "

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

Gina

CA $122

CA $136 total

includes taxes & fees

Dec 21 - Dec 22

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

![Outdoor pool](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/878630d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean views ](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/aaffd802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Village Pool & Harbor Suite | Balcony view](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/58bb4e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Punta Gorda Isles

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

9.8/10

Exceptional

(1046)

"Clean room, beautiful area, excellent staff"

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

Crystal

CA $244

CA $274 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.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=2025-12-28&endDate=2025-12-29&regionId=553248635083900600&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=VACATION_HOME)

Aparthotels

[](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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APART_HOTEL)

Cottages

[](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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=COTTAGE)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=CABIN)

Apartments

[](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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=APARTMENT)

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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&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=2026-03-14&d1=2026-03-14&endDate=2026-03-17&d2=2026-03-17&lodging=HOUSE_BOAT)

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## Top Pine Island Hotel Reviews

![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg)

### Margaritaville Beach Resort Fort Myers 

10/10 Excellent

"Room was great, well decorated, clean well appointed with amenities(tea, real coffee/tea cups, real drinking glasses, decent bed, HVAC worked well, plenty of restaurants in hotel and nearby, great pool. Pool area has a huge tv to watch games. Pool was a tad cool, would have been nice to be a bit warmer(most people felt the same way). "

[](https://expedia.ca/Fort-Myers-Beach-Hotels-Margaritaville-Beach-Resort-Fort-Myers.h95126992.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

"An exceptional experience! Loved the pools and food court!"

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

"It’s a beautiful place"

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

"Everything was great. Highly recommend. "

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

![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

"We will give everything a excellent ,restaurant ,room, for restaurant, staff, and beach"

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

"Room great clean, staff great.loved pool"

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

![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg)

### DiamondHead Beach Resort

10/10 Excellent

"The resort was wonderful. The rooms were super clean, the staph were attentive, and the view of the ocean were terrific. The sand art contest was going in; but, even with all the extra people around, the service was top shelf. "

[](https://expedia.ca/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information)

![Doubletree by Hilton Fort Myers at Bell Tower Shops](https://images.trvl-media.com/lodging/1000000/20000/12400/12375/704cf90c_y.jpg)

### Doubletree by Hilton Fort Myers at Bell Tower Shops

10/10 Excellent

"Excellent hotel in a great location. Stuff was very friendly and accommodating "

[](https://expedia.ca/Fort-Myers-Hotels-Doubletree-By-Hilton-Fort-Myers-At-Bell-Tower-Shops.h12375.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

"Everything was perfect. Molly was great at check-in"

[](https://expedia.ca/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.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 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 Florida Gulf Coast](https://expedia.ca/Things-To-Do-In-Florida-Gulf-Coast.d553248635974622901.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)
- [Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction)
- [Highway 30A Vacation Packages](https://expedia.ca/Highway-30A.d553248635976474465.Destination-Travel-Guides)
- [South Florida Vacation Packages](https://expedia.ca/South-Florida.d6233792.Destination-Travel-Guides)

Vacation Rentals

- [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)

General

- [Visit Southeast Florida](https://expedia.ca/Southeast-Florida.dx6047949)
- [Visit Northern Florida](https://expedia.ca/Northern-Florida.dx6233767)
- [Visit Florida Panhandle](https://expedia.ca/Florida-Panhandle.dx6048212)
- [Visit Southwest Florida](https://expedia.ca/Southwest-Florida.dx6233839)
- [Visit Sanibel Captiva Island](https://expedia.ca/Sanibel-Captiva-Island.dx6326115)

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