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Our top choices for Pineland vacation homes

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!
Hancock
10.0 out of 10, Exceptional, (11)
"Really clean really nice, easy,"
United States
Kevin D.
$272 nightly
The price is $299
Dec 14 - Dec 15
Total with taxes and fees
RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

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, (38)
"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.
$220 nightly
The price is $243
Dec 14 - Dec 15
Total with taxes and fees
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

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

HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT
Rotonda Heights
9.8 out of 10, Exceptional, (7)
"Clean and spacious house worth every penny"
United States
Milica B.
$324 nightly
The price is $358
Dec 14 - Dec 15
Total with taxes and fees
HEATED POOL-LANAI-BBQ-5 Mi to BEACH-WASHER/DRYER-TENNIS-GOLF-BLISSFUL RETREAT

Tropical King Cottage with Heated Pool & Full Kitchen - Near Beach!

Tropical King Cottage with Heated Pool & Full Kitchen - Near Beach!
Fort Myers
10.0 out of 10, Exceptional, (5)
"Everything about this was wonderful. Extremely clean. Great bed and pillows. "
United States
Leasa D.
$187 nightly
The price is $193
Dec 19 - Dec 20
Total with taxes and fees
Tropical King Cottage with Heated Pool & Full Kitchen - Near Beach!

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
9.8 out of 10, Exceptional, (15)
"It was beautiful especially Boca Grande, went on a charter fish trip which was amazing. The property was also amazing nice dock and canoed the first day it was fun but then we saw a lot of gators but overall would come again! "
United States
Caleb R.
$299 nightly
The price is $330
Dec 14 - Dec 15
Total with taxes and fees
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Gorgeous relaxing 2BD Near Ft. Myers Beach

Gorgeous relaxing 2BD Near Ft. Myers Beach
Iona
10.0 out of 10, Exceptional, (4)
"Great place to stay by Fort Myers Beach."
United States
Gabriel O.
$211 nightly
The price is $233
Dec 15 - Dec 16
Total with taxes and fees
Gorgeous relaxing 2BD Near Ft. Myers Beach

Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean
2.0 star property
Pebble Beach
10.0 out of 10, Exceptional, (2)
"Was great place to stay, quiet place and had everything we needed"
United States
Joshua R.
$341 nightly
The price is $377
Dec 14 - Dec 15
Total with taxes and fees
Honeycomb Haven: 3 Bedroom, 6 Guests, Waterfront Dock, Kayaks, Ocean

Lakeside Haven with Heated Pool

Lakeside Haven with Heated Pool
Hancock
9.2 out of 10, Wonderful, (44)
"Everything was perfect!!!! Loved the privacy felt right at home during our stay ..... Pool was clean and just the right temperature..... Check in was fast and easy no issues whatsoever ..... Would definitely book again !!!!"
United States
Lisa M.
$383 nightly
The price is $430
Dec 15 - Dec 16
Total with taxes and fees
Lakeside Haven with Heated Pool

Location!! Location!!! Gulf Access Villa in SE Area

Location!! Location!!! Gulf Access Villa in SE Area
2.0 star property
Caloosahatchee
8.6 out of 10, Excellent, (14)
"Very comfortable, nicely decorated. Felt like home."
United States
Sharon P.
$299 nightly
The price is $329
Dec 21 - Dec 22
Total with taxes and fees
Location!! Location!!! Gulf Access Villa in SE Area

2/2 Duplex on CANAL all updated; new furniture,

2/2 Duplex on CANAL all updated; new furniture,
Oakland Hills
10.0 out of 10, Exceptional, (8)
"Property was clean and well appointed. Owner was attentive to our needs and easy to communicate with."
United States
Joanna M.
$283 nightly
The price is $313
Dec 14 - Dec 15
Total with taxes and fees
2/2 Duplex on CANAL all updated; new furniture,

Lakeside Retreat with Heated Pool

Lakeside Retreat with Heated Pool
Hancock
7.8 out of 10, Good, (30)
"Nice home. Plenty of room for our whole family. The pool and canal view were a big hit."
United States
JR & Lana H.
$381 nightly
The price is $428
Dec 15 - Dec 16
Total with taxes and fees
Lakeside Retreat with Heated Pool

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, (54)
"Every time excellent in every way!!!"
United States
Kim G.
$232 nightly
The price is $256
Dec 14 - Dec 15
Total with taxes and fees
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

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
9.2 out of 10, Wonderful, (22)
"Nice and clean! Enjoyed our stay."
United States
Beth H.
$248 nightly
The price is $273
Dec 19 - Dec 20
Total with taxes and fees
Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
$219 nightly
The price is $244
Dec 15 - Dec 16
Total with taxes and fees
Hibiscus House Bed Breakfast Citrus Room

Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC

Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC
Pebble Beach
9.2 out of 10, Wonderful, (5)
"We had an amazing time. Would definately come back!!"
United States
Cynthia V.
$493 nightly
The price is $545
Dec 14 - Dec 15
Total with taxes and fees
Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC

Beautiful house with canal view…

Beautiful house with canal view…
Pebble Beach
9.0 out of 10, Wonderful, (32)
"Property was exactly as described and was extremely clean and had anything you could possibly need. Close to everything and bed was comfortable check / out was easy"
United States
John K.
$310 nightly
The price is $342
Dec 14 - Dec 15
Total with taxes and fees
Beautiful house with canal view…

Buddy Ebson w/EV charger II

Buddy Ebson w/EV charger II
North Fort Myers
9.4 out of 10, Exceptional, (12)
"Very nice place"
United States
Norman M.
$195 nightly
The price is $215
Dec 14 - Dec 15
Total with taxes and fees
Buddy Ebson w/EV charger II

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (18)
"Very close to Boca Grande beach. "
United States
pawel o.
$356 nightly
The price is $394
Dec 14 - Dec 15
Total with taxes and fees
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.
Hancock
10.0 out of 10, Exceptional, (12)
"The house was very spacious lots of room for the whole family the pool was excellent great location for restaurants and shopping excellent place to relax we would definitely stay there again when we come to town would highly recommend it "
United States
Robert H.
$362 nightly
The price is $397
Dec 15 - Dec 16
Total with taxes and fees
NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Three Bedroom home with heated pool!

Three Bedroom home with heated pool!
Broadmoor
10.0 out of 10, Exceptional, (3)
"Checking in and out was very easy. The house was very nice. It was clean, roomy and had a well stocked kitchen. We absolutely loved the heated pool. The neighborhood was quiet and friendly and we felt very safe walking and riding bikes. Everyone we met was very nice and welcoming. "
United States
Valerie D.
$431 nightly
The price is $476
Dec 15 - Dec 16
Total with taxes and fees
Three Bedroom home with heated pool!
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 Pineland Hotel Reviews

Find out more about Pineland

Pineland Vacation Homes information

Number of reviews
299
Accommodation
6781 Vacation Homes
Lowest Price
$193
Highest Price
$545

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