Pine Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Pine Island Vacation Homes

Our top choices for Pine Island vacation homes

Off the Charts Inn - Queen Double Room
Terrace/patio

Off the Charts Inn - Queen Double Room

10.0 out of 10, Exceptional, (2)
"Everything was very nice, clean, quiet, and the people on the Island as very friendly . We loved our stay."
The price is CA $211
CA $241 total
includes taxes & fees
Aug 28 - Aug 29
Off the Charts Inn - Queen Double Room
Casa Florida 🌴 waterfront home with boat ramp
Private kitchen

Casa Florida 🌴 waterfront home with boat ramp

9.4 out of 10, Exceptional, (9)
"Nice place on canal, having everything you need . Enjoyed the stay. "
The price is CA $164
CA $549 total
includes taxes & fees
Sep 18 - Sep 19
Casa Florida 🌴 waterfront home with boat ramp
Spacious Suite Perfect for Families Visiting Fort Myers Attractions
Children's area

Spacious Suite Perfect for Families Visiting Fort Myers Attractions

The price is CA $153
CA $198 total
includes taxes & fees
Aug 23 - Aug 24
Spacious Suite Perfect for Families Visiting Fort Myers Attractions
Off the Charts Inn - King Suite
Private kitchen

Off the Charts Inn - King Suite

10.0 out of 10, Exceptional, (1)
"Location and description was on point"
The price is CA $241
CA $276 total
includes taxes & fees
Sep 4 - Sep 5
Off the Charts Inn - King Suite
NEW!! The “WATERSIDE” COTTAGE~With dockage
Pool

NEW!! The “WATERSIDE” COTTAGE~With dockage

10.0 out of 10, Exceptional, (41)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
The price is CA $262
CA $540 total
includes taxes & fees
Aug 26 - Aug 27
NEW!! The “WATERSIDE” COTTAGE~With dockage
Off the Charts Inn King Efficiency
Terrace/patio

Off the Charts Inn King Efficiency

The price is CA $196
CA $225 total
includes taxes & fees
Sep 4 - Sep 5
Off the Charts Inn King Efficiency
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Fridge, microwave, coffee/tea maker, toaster

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

9.8 out of 10, Exceptional, (18)
"The inside is very clean and cozy. Being right on the canal was nice for fishing. There was some construction tools etc around the property as if the owner was in the middle of some projects but this did not effect our stay whatsoever. I would stay here again.Infact, it was"
The price is CA $276
CA $481 total
includes taxes & fees
Aug 26 - Aug 27
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.
Snook/Sheephead @ 2 Fish Inn Waterside Location
Outdoor dining

Snook/Sheephead @ 2 Fish Inn Waterside Location

2.5 star property
The price is CA $207
CA $398 total
includes taxes & fees
Aug 23 - Aug 24
Snook/Sheephead @ 2 Fish Inn Waterside Location
Deluxe King Suite w/Deck
Terrace/patio

Deluxe King Suite w/Deck

9.2 out of 10, Wonderful, (5)
"We really enjoyed our stay. A little quiet get away with my husband. Great area and nice place to stay."
The price is CA $257
CA $294 total
includes taxes & fees
Sep 4 - Sep 5
Deluxe King Suite w/Deck
Gulf getaway! Boat dock, HEATED saltwater pool
Exterior

Gulf getaway! Boat dock, HEATED saltwater pool

10.0 out of 10, Exceptional, (31)
"Second time staying here and loved it even more. Perfect for my family of 6 and perfect access out to the fishing grounds. Can’t wait till next year. "
The price is CA $312
CA $702 total
includes taxes & fees
Aug 22 - Aug 23
Gulf getaway! Boat dock, HEATED saltwater pool
3-bedroom house in charming Saint James City with AC, WiFi
Fridge, microwave, oven, stovetop

3-bedroom house in charming Saint James City with AC, WiFi

The price is CA $200
CA $623 total
includes taxes & fees
Sep 10 - Sep 11
3-bedroom house in charming Saint James City with AC, WiFi
Off the charts Inn - Double Efficiency Room
Property grounds

Off the charts Inn - Double Efficiency Room

The price is CA $226
CA $259 total
includes taxes & fees
Sep 4 - Sep 5
Off the charts Inn - Double Efficiency Room
Just Listed - Beautifully renovated waterfront 2 bedroom home
Interior

Just Listed - Beautifully renovated waterfront 2 bedroom home

9.0 out of 10, Wonderful, (8)
"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."
The price is CA $413
CA $727 total
includes taxes & fees
Aug 26 - Aug 27
Just Listed - Beautifully renovated waterfront 2 bedroom home
#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D
Terrace/patio

#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D

9.8 out of 10, Exceptional, (29)
"We stayed for spring break to escape the cold! Was a very nice time! The pool was so close it was great! The kitchen had everything we needed. Overall a great stay. "
The price is CA $98
CA $375 total
includes taxes & fees
Aug 21 - Aug 22
#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Indoor pool, a heated pool

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

9.8 out of 10, Exceptional, (7)
"Close to what we wanted to do for our fishing trip."
The price is CA $138
CA $523 total
includes taxes & fees
Aug 21 - Aug 22
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
3 BR Pool Home, Near the Beach & Golf Courses!
Smart TV

3 BR Pool Home, Near the Beach & Golf Courses!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location, house, pool owner."
The price is CA $106
CA $500 total
includes taxes & fees
Aug 26 - Aug 27
3 BR Pool Home, Near the Beach & Golf Courses!
Charming 2-bedroom house in Englewood with WiFi and AC
Beach

Charming 2-bedroom house in Englewood with WiFi and AC

The price is CA $166
CA $419 total
includes taxes & fees
Aug 26 - Aug 27
Charming 2-bedroom house in Englewood with WiFi and AC
Buddy Ebson w/EV charger II
Property grounds

Buddy Ebson w/EV charger II

9.4 out of 10, Exceptional, (12)
"This was a great place to stay, very open and relaxing. You can tell the grounds are very well taken care of which makes the look of the place nice"
The price is CA $132
CA $300 total
includes taxes & fees
Aug 22 - Aug 23
Buddy Ebson w/EV charger II
Completely remodeled beautiful waterfront property on canal with dock
Property grounds

Completely remodeled beautiful waterfront property on canal with dock

9.6 out of 10, Exceptional, (61)
"Overall was very clean and comfortable, we enjoyed our stay"
The price is CA $90
CA $331 total
includes taxes & fees
Aug 31 - Sep 1
Completely remodeled beautiful waterfront property on canal with dock
Hidden Secret Waterfront Retreat
Pool

Hidden Secret Waterfront Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property"
The price is CA $190
CA $463 total
includes taxes & fees
Aug 26 - Aug 27
Hidden Secret Waterfront Retreat
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

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"We had an amazing time surprising some friends at the resort with a last minute getaway. The place was convenient from airport and everyone from the valet, customer service, and housekeeping were amazing. They really do a great job making everyone feel special. Went with a family of 6 ranging 5-13 & joined another family of 4. The rooms were spacious and well decorated. "
David 4-night trip
Posted 2 hours ago
Pink Shell Beach Resort and Marina