A wooden pier extending into calm water with a clear sky and distant land.

Holiday Homes in Pine Island

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Our top choices for Pine Island holiday homes

1. Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access
Saint James City
10.0 out of 10, Exceptional, (3 reviews)
"The house was exactly as advertised. It was beautiful, clean, and easy to find. We really enjoyed our stay. 10/10 would recommend!"
United States
Bethany
The price is €303
includes taxes & fees
11 Aug - 12 Aug
Manatee Lookout Cottages - Boat to Beach, Dock, Pool, Kayaks, Direct Gulf Access

2. The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning
Bokeelia
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to get to the boat, ramp and restaurants in the area. The property was exactly what I was looking for for a quick getway. The host was very nice and communicated with me about the property and check in was great."
United States
Michael W.
The price is €158
includes taxes & fees
24 Aug - 25 Aug
The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

3. 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 €349
includes taxes & fees
23 Aug - 24 Aug
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island

4. 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
The price is €381
includes taxes & fees
9 Sept - 10 Sept
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

5. 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.
The price is €326
includes taxes & fees
9 Sept - 10 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage

6. Casa Florida 🌴 waterfront home with boat ramp

Casa Florida 🌴 waterfront home with boat ramp
Bokeelia
9.4 out of 10, Exceptional, (11 reviews)
"This is our second time staying at this location and we will definitely be back! It is so convenient to have the boat ramp at the house and we love the boat lift. The house and property itself has everything you need and is always clean! "
United States
Morgan P.
The price is €379
includes taxes & fees
8 Sept - 9 Sept
Casa Florida 🌴 waterfront home with boat ramp

7. Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift
St James City
9.6 out of 10, Exceptional, (95 reviews)
"Beautiful home and warm pool conviently right on the canal with a boat lift! The host was very helpful!! We definitely will be back!! "
United States
Jennifer C.
The price is €436
includes taxes & fees
11 Aug - 12 Aug
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

8. 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, (11 reviews)
"Nice place with good fishing in the canal. "
United States
Joshua A.
The price is €465
includes taxes & fees
24 Aug - 25 Aug
3-bedroom house in charming Saint James City with Canal Views!

9. 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, (6 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 €392
includes taxes & fees
24 Aug - 25 Aug
2-bedroom ground floor unit just steps from the gulf with a small private beach

10. Waterfront Bungalow in Matlacha

Waterfront Bungalow in Matlacha
Matlacha
10.0 out of 10, Exceptional, (7 reviews)
"Great place and convenient location "
United States
Clinton N.
The price is €249
includes taxes & fees
11 Aug - 12 Aug
Waterfront Bungalow in Matlacha

11. Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!
Pelican
9.6 out of 10, Exceptional, (63 reviews)
"Great place"
United States
Randy W.
The price is €197
includes taxes & fees
22 Aug - 23 Aug
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

12. Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!

Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!
Pelican
10.0 out of 10, Exceptional, (36 reviews)
"Yes Great location . Close to stores and restaurants . Pool could have been better if Had a cover temp went down over nite."
United States
Rickie D.
The price is €369
includes taxes & fees
11 Aug - 12 Aug
Perfect Getaway, Anytime of Year, Sunny, Clean, Spacious & Ideally Located!

13. 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, (42 reviews)
"Everything was as listed! My husband and I had a great stay while visiting friends. Location was perfect and the space was super cozy! Would definitely recommend!"
United States
julie l.
The price is €216
includes taxes & fees
11 Aug - 12 Aug
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

14. 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.
The price is €454
includes taxes & fees
24 Aug - 25 Aug
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

15. Villa Manatee is a beautiful waterfront vacation home in SW Cape Coral.

Villa Manatee is a beautiful waterfront vacation home in SW Cape Coral.
Pelican
9.6 out of 10, Exceptional, (40 reviews)
"Great location, house was perfect for us. Pool kept a nice even temp. Sliding doors worked very smoothly. Favorite restaurant was lobster lady which is nearby."
United States
tom v.
The price is €595
includes taxes & fees
15 Aug - 16 Aug
Villa Manatee is a beautiful waterfront vacation home in SW Cape Coral.

16. Modern, cozy and brand new oasis

Modern, cozy and brand new oasis
Mariner
8.0 out of 10, Very good, (6 reviews)
"Great place to stay!"
United States
Korilee S.
The price is €241
includes taxes & fees
11 Aug - 12 Aug
Modern, cozy and brand new oasis

17. 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.
The price is €307
includes taxes & fees
23 Aug - 24 Aug
Warm & Welcoming Rancher

18. Pool Villa 'Coral Sunburst' Cape Coral, FL

Pool Villa 'Coral Sunburst' Cape Coral, FL
Caloosahatchee
8.8 out of 10, Excellent, (21 reviews)
"Host communicated well and quickly answered our questions. "
United States
Michael S.
The price is €413
includes taxes & fees
19 Aug - 20 Aug
Pool Villa 'Coral Sunburst' Cape Coral, FL

19. Waterfront Home: Private Pool & Stunning Sea Views

Waterfront Home: Private Pool & Stunning Sea Views
Pelican
10.0 out of 10, Exceptional, (8 reviews)
"Home was spotless. Loved the layout and view "
United States
Jo-Ann
The price is €404
includes taxes & fees
9 Sept - 10 Sept
Waterfront Home: Private Pool & Stunning Sea Views

20. 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
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
359
Accommodation
1122 Holiday Homes
Lowest Price
€158
Highest Price
€595

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