Pine Island Holiday Rentals

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Pine Island holiday rentals

Outdoor dining

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

Tiny home glamping unit in pine island on a 6 acre property
Saint James City
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful setting, terrific host, just right for our one night stay!"
United States
A P.
The price is HK$862
HK$1,118 total
includes taxes & fees
28 Apr - 29 Apr
Tiny home glamping unit in pine island on a 6 acre property
Pool

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

Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Bokeelia
9.8 out of 10, Exceptional, (17 reviews)
"Couldn’t been better"
United States
Louis
The price is HK$1,175
HK$2,434 total
includes taxes & fees
18 Apr - 19 Apr
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is HK$1,535
HK$3,115 total
includes taxes & fees
13 Apr - 14 Apr
MALU LANI Inn & Marina
Living area

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 HK$1,439
HK$3,759 total
includes taxes & fees
23 Apr - 24 Apr
Casa Florida 🌴 waterfront home with boat ramp
Sun-loungers, beach towels

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (47 reviews)
"Great place, we would definitely come again! Such wonderful hospitality!"
United States
Genevieve S.
The price is HK$1,516
HK$3,142 total
includes taxes & fees
25 Apr - 26 Apr
NEW!! The “WATERSIDE” COTTAGE~With dockage
Terrace/patio

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 HK$1,410
HK$3,873 total
includes taxes & fees
12 Apr - 13 Apr
3-bedroom house in charming Saint James City with Canal Views!
Outdoor pool

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

Glamping in pine island, Charming 1-bedroom cabin in welcoming Saint James City
Saint James City
8.0 out of 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
Jason C.
The price is HK$1,065
HK$1,345 total
includes taxes & fees
28 Apr - 29 Apr
Glamping in pine island, Charming 1-bedroom cabin in welcoming Saint James City
Terrace/patio

Perfect 1-bedroom cottage with SPA in soothing Bokeelia, Florida

Perfect 1-bedroom cottage with SPA in soothing Bokeelia, Florida
Bokeelia
7.0 out of 10, Good, (2 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is HK$620
HK$1,841 total
includes taxes & fees
12 Apr - 13 Apr
Perfect 1-bedroom cottage with SPA in soothing Bokeelia, Florida
Outdoor pool, a heated pool

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, (45 reviews)
"We enjoyed our 40 day stay at Pine Island - perfect spot, perfect hosts and private setting! Dee & Ollie were so kind and communicative and we highly recommend! "
United States
Jeanette R.
The price is HK$1,723
HK$3,850 total
includes taxes & fees
17 Apr - 18 Apr
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
Exterior

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

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Bokeelia
9.8 out of 10, Exceptional, (19 reviews)
"Couldn’t be better!!! Highly recommend!!!"
United States
Luis K.
The price is HK$1,567
HK$2,751 total
includes taxes & fees
24 Apr - 25 Apr
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Living area

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

Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
Manatee Bay
The price is HK$2,178
HK$5,961 total
includes taxes & fees
16 Apr - 17 Apr
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
Beach

Island Oasis- Olde Florida Keys atmosphere

Island Oasis- Olde Florida Keys atmosphere
St James City
10.0 out of 10, Exceptional, (4 reviews)
"The family and I had such a great time. Everything was so nice and clean, and very easy to get in contact with. We went boating, kayaking, and my son was able to fish every night. Would definitely recommend and would love to come back. Thank you"
United States
Monique S.
The price is HK$1,018
HK$2,486 total
includes taxes & fees
15 Apr - 16 Apr
Island Oasis- Olde Florida Keys atmosphere
Interior

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 HK$1,394
HK$3,194 total
includes taxes & fees
9 May - 10 May
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
Dining

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, (1 review)
"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.
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Exterior

Private location on island time

Private location on island time
Bokeelia
4.6 out of 10, (4 reviews)
"Bill is an extremely warm host!"
United States
Emil M.
The price is HK$917
HK$1,873 total
includes taxes & fees
12 Apr - 13 Apr
Private location on island time
Exterior

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

Glamping Cabin with a shared pool in the middle of best that nature has to offer
Saint James City
8.0 out of 10, Very good, (1 review)
"Very peaceful place to stay . We will be back ."
United States
Alamar S.
The price is HK$1,402
HK$1,720 total
includes taxes & fees
12 Apr - 13 Apr
Glamping Cabin with a shared pool in the middle of best that nature has to offer
Marina

Cozy 1-bedroom hotel suite with AC, WiFi in wonderful Saint James City

Cozy 1-bedroom hotel suite with AC, WiFi in wonderful Saint James City
Saint James City
The price is HK$1,135
HK$2,172 total
includes taxes & fees
12 May - 13 May
Cozy 1-bedroom hotel suite with AC, WiFi in wonderful Saint James City
Interior

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)
The price is HK$1,716
HK$3,108 total
includes taxes & fees
17 Apr - 18 Apr
2-bedroom ground floor unit just steps from the gulf with a small private beach
Exterior

Just Listed - Beautifully renovated waterfront 2 bedroom home

Just Listed - Beautifully renovated waterfront 2 bedroom home
Bokeelia
9.4 out of 10, Exceptional, (11 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
Rex S.
The price is HK$2,342
HK$4,127 total
includes taxes & fees
12 Apr - 13 Apr
Just Listed - Beautifully renovated waterfront 2 bedroom home
Interior

Casa Del Sol – Waterfront Paradise with Pool & Gulf Access

Casa Del Sol – Waterfront Paradise with Pool & Gulf Access
Saint James City
The price is HK$7,449
HK$12,994 total
includes taxes & fees
23 Apr - 24 Apr
Casa Del Sol – Waterfront Paradise with Pool & Gulf Access
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

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Quiet and relaxing"
Hilary 1-night trip
Posted 2 hours ago
DiamondHead Beach Resort

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