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

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Our top choices for Pine Island holiday homes

1. 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 £171
includes taxes & fees
24 Sept - 25 Sept
The Oasis: A cosy one-bedroom house in tropical Bokeelia with air conditioning

2. 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, (10 reviews)
"Property and house were beautiful, clean, quiet. Everything was top notch. Would definitely book again."
United States
Erik B.
The price is £327
includes taxes & fees
24 Sept - 25 Sept
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3. 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 £307
includes taxes & fees
22 Sept - 23 Sept
Casa Florida 🌴 waterfront home with boat ramp

4. 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)
"Loved this place, right on the water, close to bars and restaurants."
United States
Brandon J.
The price is £343
includes taxes & fees
22 Sept - 23 Sept
3-bedroom house in charming Saint James City with Canal Views!

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 £352
includes taxes & fees
22 Sept - 23 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage

6. 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, (96 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 £371
includes taxes & fees
1 Oct - 2 Oct
Fisherman's Delight With Heated Salt Swimming Pool and a new Boat Lift

7. 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 £344
includes taxes & fees
22 Sept - 23 Sept
2-bedroom ground floor unit just steps from the gulf with a small private beach

8. 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 £224
includes taxes & fees
22 Sept - 23 Sept
Waterfront Bungalow in Matlacha

9. New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS
Matlacha
10.0 out of 10, Exceptional, (15 reviews)
"Everything was great and the added amenities were a bonus. The little added things made our stay wonderful "
United States
Debra B.
The price is £336
includes taxes & fees
22 Sept - 23 Sept
New! Hidden- Speakeasy-penny floor. 3bd 3bath Boat dock & Walk 2 town FABULOUS

10. 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 £172
includes taxes & fees
22 Sept - 23 Sept
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

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)
"House was very clean and looked just like advertised. Had a very comfortable stay and property is close to everything you need. Will definitely come back."
United States
Jennifer B.
The price is £181
includes taxes & fees
22 Sept - 23 Sept
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

12. Endless Summer Hideaway w/Pool/ocean access/5br

Endless Summer Hideaway w/Pool/ocean access/5br
Pelican
8.8 out of 10, Excellent, (25 reviews)
"Wonderful place to stay"
United States
Becky W.
The price is £277
includes taxes & fees
22 Sept - 23 Sept
Endless Summer Hideaway w/Pool/ocean access/5br

13. 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, (42 reviews)
"Excellent!"
United States
Tim A.
The price is £307
includes taxes & fees
22 Sept - 23 Sept
50’ of Dock for your boats. Hot tub, Boatlift, walk 2 restaurants Xtra parking.

14. 2621 SW 27th St. Cape Coral

2621 SW 27th St. Cape Coral
Pelican
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful stay "
United States
Maite
The price is £400
includes taxes & fees
26 Sept - 27 Sept
2621 SW 27th St. Cape Coral

15. 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, (21 reviews)
"Host very responsive to questions! Really enjoyed the pool and on site amenities!"
United States
Doug M.
The price is £336
includes taxes & fees
22 Sept - 23 Sept
Ultra Modern Home w Heated Salt water Pool pet friendly

16. 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 £350
includes taxes & fees
6 Oct - 7 Oct
Waterfront Home: Private Pool & Stunning Sea Views

17. Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Diplomat
9.4 out of 10, Exceptional, (23 reviews)
"Very clean property and close to shopping and restaurants. "
United States
Kristen M.
The price is £192
includes taxes & fees
22 Sept - 23 Sept
Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

18. Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!

Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!
Caloosahatchee
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay and the house is great. "
United States
Craig L.
The price is £271
includes taxes & fees
30 Sept - 1 Oct
Huge Pool, Close to Beach - Bikes, Beach Gear, Everything You Need!

19. Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Caloosahatchee
9.6 out of 10, Exceptional, (122 reviews)
"Close to restaurants and the beach. Nice house overall."
United States
Paul L.
The price is £334
includes taxes & fees
22 Sept - 23 Sept
Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

20. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is £351
includes taxes & fees
23 Sept - 24 Sept
Driftwood Inn
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
550
Accommodation
1149 Holiday Homes
Lowest Price
£171
Highest Price
£400

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