Pine Island Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Pine Island vacation rentals

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 ￥31,097
￥63,101 total
includes taxes & fees
Apr 20 - Apr 21
MALU LANI Inn & Marina
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 ￥16,499
￥21,569 total
includes taxes & fees
Apr 29 - Apr 30
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 ￥23,796
￥49,773 total
includes taxes & fees
Apr 21 - Apr 22
Charming 1-bedroom apartment in Bokeelia with WiFi, AC, pool & heated spa
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 ￥30,935
￥63,107 total
includes taxes & fees
Apr 19 - Apr 20
NEW!! The “WATERSIDE” COTTAGE~With dockage
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, (47 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 ￥34,901
￥78,437 total
includes taxes & fees
Apr 25 - Apr 26
Soak up Paradise and Relax in Heated Pool/Spa Home surrounded by Happy Wildlife
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 ￥21,902
￥64,714 total
includes taxes & fees
May 13 - May 14
Casa Florida 🌴 waterfront home with boat ramp
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.
The price is ￥29,348
￥71,475 total
includes taxes & fees
May 16 - May 17
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
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 ￥44,102
￥122,135 total
includes taxes & fees
Apr 25 - Apr 26
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!
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 ￥20,306
￥25,814 total
includes taxes & fees
May 4 - May 5
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 ￥11,295
￥35,700 total
includes taxes & fees
Apr 19 - Apr 20
Perfect 1-bedroom cottage with SPA in soothing Bokeelia, Florida
Exterior

Just Listed - Beautifully renovated waterfront 2 bedroom home

Just Listed - Beautifully renovated waterfront 2 bedroom home
Bokeelia
9.0 out of 10, Wonderful, (12 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 ￥47,433
￥84,675 total
includes taxes & fees
Apr 20 - Apr 21
Just Listed - Beautifully renovated waterfront 2 bedroom home
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 ￥30,618
￥81,370 total
includes taxes & fees
May 3 - May 4
3-bedroom house in charming Saint James City with Canal Views!
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 ￥20,623
￥50,341 total
includes taxes & fees
Apr 19 - Apr 20
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 ￥27,603
￥64,449 total
includes taxes & fees
May 2 - May 3
Cozy 2-bedroom downstairs unit in a house in Saint James City Pine Island
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 ￥18,561
￥37,928 total
includes taxes & fees
Apr 19 - Apr 20
Private location on island time
Private kitchen

The Reel Escape! St. James City 2/2 with Boat Lift!

The Reel Escape! St. James City 2/2 with Boat Lift!
Saint James City
The price is ￥39,819
￥96,579 total
includes taxes & fees
Apr 19 - Apr 20
The Reel Escape! St. James City 2/2 with Boat Lift!
TV

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 ￥26,017
￥79,009 total
includes taxes & fees
May 13 - May 14
Waterfront Gulf Access-Private Dock & Pier. Near beach. See Dolphins daily!
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
9.0 out of 10, Wonderful, (2 reviews)
"Very peaceful place to stay . We will be back ."
United States
Alamar S.
The price is ￥28,397
￥34,836 total
includes taxes & fees
Apr 23 - Apr 24
Glamping Cabin with a shared pool in the middle of best that nature has to offer
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 ￥34,742
￥63,724 total
includes taxes & fees
Apr 20 - Apr 21
2-bedroom ground floor unit just steps from the gulf with a small private beach
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 ￥23,003
￥43,674 total
includes taxes & fees
Apr 30 - May 1
Cozy 1-bedroom hotel suite with AC, WiFi in wonderful Saint James City
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Great place. Close to beach and nice pool. Close to a bazillion restaurants. Will definitely come back"
Jeff 6-night trip
Posted 1 hour ago
Sanibel Island Beach Resort

Find out more about Pine Island

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