Holiday Homes in Pine Island

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Our top choices for Pine Island holiday homes

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, (3 reviews)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is €367
includes taxes & fees
16 May - 17 May
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (48 reviews)
"Cute home that was perfect to spend time there as well as go sightseeing. If you stay here be sure to go down to the end of the street to meet UNO.Pictures are very acurate"
United States
Janice F.
The price is €335
includes taxes & fees
9 Jun - 10 Jun
NEW!! The “WATERSIDE” COTTAGE~With dockage

Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp
Bokeelia
9.4 out of 10, Exceptional, (9 reviews)
"Nice place on canal, having everything you need . Enjoyed the stay. "
United States
John M.
The price is €356
includes taxes & fees
13 May - 14 May
Casa Florida 🌴 waterfront home with boat ramp

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

Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
Saint James City
The price is €337
includes taxes & fees
22 May - 23 May
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island

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

3-bedroom house in charming Saint James City with Canal Views!
Saint James City
10.0 out of 10, Exceptional, (8 reviews)
"The house was perfect for our family over the holidays!"
United States
Sarah B.
The price is €411
includes taxes & fees
10 May - 11 May
3-bedroom house in charming Saint James City with Canal Views!

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Bokeelia
9.8 out of 10, Exceptional, (47 reviews)
"Hosts were very helpful and informative. Clean and well equipped house. We loved the pool and hot tub!"
United States
Rosemary L.
The price is €401
includes taxes & fees
9 Jun - 10 Jun
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife

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

2-bedroom ground floor unit just steps from the gulf with a small private beach
Bokeelia
6.4 out of 10, (5 reviews)
"It was a wonderful trip and we enjoyed the place. Perfect for our stay. Would have been better if the weather was above freezing ;) but it was awesome!"
United States
Diane F.
The price is €336
includes taxes & fees
22 May - 23 May
2-bedroom ground floor unit just steps from the gulf with a small private beach

Waterfront Gulf Access-Private Dock & Pier. Near beach. See Dolphins daily!

Waterfront Gulf Access-Private Dock & Pier. Near beach. See Dolphins daily!
Saint James City
8.0 out of 10, Very good, (1 review)
"The pictures and description of the property were accurate. The host and hostess tried to think of everything and be very accommodating. I did not give it 5 stars as their was an ant issue in the kitchen and the primary bathroom. Also, we were not able to control the thermostat. We were told it was tricky and they could control it remotely, and they did. We could see it go up during the day, and down at night. Also, the information provided for the stay did not include instruction on how to...
United States
Mary c.
The price is €463
includes taxes & fees
10 May - 11 May
Waterfront Gulf Access-Private Dock & Pier. Near beach. See Dolphins daily!

Tropical King and Queen with Kitchenette in Fort Myers Beach

Tropical King and Queen with Kitchenette in Fort Myers Beach
Siesta Isle
10.0 out of 10, Exceptional, (1 review)
Tropical King and Queen with Kitchenette in Fort Myers Beach

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Pelican
9.4 out of 10, Exceptional, (40 reviews)
"Very clean and loved the space. Very bright and homey. Loved how well equipped the kitchen was since I was there for Thanksgiving and had to cook a little. Not a far drive from some great spots such as Sanibel Island, Bonita Springs and the outlets for some great shopping. Host was great with communication. Would love to stay again next time I’m in the area. "
United States
Stacy D.
The price is €195
includes taxes & fees
10 May - 11 May
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock
Port Charlotte
9.6 out of 10, Exceptional, (62 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
Completely remodeled beautiful waterfront property on canal with dock

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (42 reviews)
"Very responsive host. The cottage was roomy and comfortable and had everything you needed to cook. The bikes were nice and an added bonus. Beach was a couple of hundred yards. Nice neighborhood. We would stay here again. "
United States
Geo K.
The price is €484
includes taxes & fees
11 May - 12 May
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!
Hancock
9.6 out of 10, Exceptional, (18 reviews)
"Yes the laundry service was very convenient. The kitchen was well stocked. Leigh the host was very easy to communicate with."
United States
Carla C.
The price is €256
includes taxes & fees
2 Jun - 3 Jun
RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is €210
includes taxes & fees
12 May - 13 May
Charming 2-bedroom house in Englewood with WiFi and AC

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral
Caloosahatchee
10.0 out of 10, Exceptional, (26 reviews)
"Great host, perfect amenities!We would definitely come back!"
United States
Eva Marianne T.
The price is €262
includes taxes & fees
11 May - 12 May
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral
Mariner
10.0 out of 10, Exceptional, (12 reviews)
"Good property for stay witj the family."
United States
Matvei M.
The price is €296
includes taxes & fees
10 May - 11 May
Luxe 3BR Waterfront Stay in Cape Coral

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is €211
includes taxes & fees
10 May - 11 May
Hibiscus House Bed Breakfast Inn Parrot Room

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (11 reviews)
"The property was amazing. Everything was clean and perfect for our great little vacation."
United States
Amy G.
Waterfront Condo with Pool & Boat Slip
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island Holiday Homes information

Number of reviews
214
Accommodation
1049 Holiday Homes
Lowest Price
€195
Highest Price
€484

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