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Our top choices for Southwest Florida vacation homes

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1 review)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is ¥27,426
¥39,023 total
includes taxes & fees
Feb 9 - Feb 10
Hibiscus House Bed Breakfast Inn Parrot Room

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (39 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
The price is ¥52,400
¥90,555 total
includes taxes & fees
Feb 12 - Feb 13
Siesta Heron Suites & Villas

Waterfront Cottage w/Pool, Putting Green & Florida Room—Near AMI Beaches-2BR/2BA

Waterfront Cottage w/Pool, Putting Green & Florida Room—Near AMI Beaches-2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Cottage cheese as wonderful It had everything we could possibly need and more. Very relaxing and comfortable and accommodating. Hostess was responsive and attentive. Hope to have an opportunity to stay again!!"
United States
Wendy
The price is ¥12,713
¥61,470 total
includes taxes & fees
Feb 5 - Feb 6
Waterfront Cottage w/Pool, Putting Green & Florida Room—Near AMI Beaches-2BR/2BA

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥23,141
¥48,745 total
includes taxes & fees
Feb 5 - Feb 6
Old Floridian cottage in Historic Gulf Village

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 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 ¥25,019
¥50,101 total
includes taxes & fees
Feb 10 - Feb 11
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (169 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is ¥18,684
¥39,751 total
includes taxes & fees
Feb 8 - Feb 9
The Hideaways at Point Pleasant (Palm Side)

Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is ¥16,206
¥62,198 total
includes taxes & fees
Feb 8 - Feb 9
Coastal duplex with private beach access & deck - dog-friendly

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is ¥24,376
¥88,835 total
includes taxes & fees
Mar 1 - Mar 2
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
10.0 out of 10, Exceptional, (1 review)
"Very nice condo, had everything we needed for our stay. The bed was very comfortable."
United States
Jennifer M.
The price is ¥22,440
¥49,456 total
includes taxes & fees
Feb 6 - Feb 7
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (16 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is ¥14,608
¥35,918 total
includes taxes & fees
Feb 5 - Feb 6
Nestled in North Port. Updated 2 Bed / 1 Bath.

Heated Pool Games Waterfront Home Near Town

Heated Pool Games Waterfront Home Near Town
2.0 star property
Port Charlotte
The price is ¥40,598
¥76,508 total
includes taxes & fees
Feb 10 - Feb 11
Heated Pool Games Waterfront Home Near Town

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is ¥29,031
¥77,217 total
includes taxes & fees
Feb 9 - Feb 10
Beachy Sarasota Duplex

* * Endless Summer * * Beach, Unique & Comfort

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.4 out of 10, Exceptional, (16 reviews)
"A beautiful property with attention to detail. Nice beach towels and beach chairs provided as well as bikes.Perfect location for beach time and many options for night life -- restaurants, shopping, cocktails.Would definitely recommend this place for your next getaway."
United States
Terry W.
The price is ¥34,625
¥66,327 total
includes taxes & fees
Feb 8 - Feb 9
* * Endless Summer * * Beach, Unique & Comfort

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, (16 reviews)
"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.
The price is ¥30,387
¥66,134 total
includes taxes & fees
Feb 21 - Feb 22
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Experience your Dream Vacation Home

Experience your Dream Vacation Home
Ave Maria
9.8 out of 10, Exceptional, (18 reviews)
"Clean house it great condition "
United States
Mark S.
The price is ¥32,724
¥88,760 total
includes taxes & fees
Mar 6 - Mar 7
Experience your Dream Vacation Home

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 reviews)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
The price is ¥28,829
¥71,285 total
includes taxes & fees
Feb 5 - Feb 6
Myakka River

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
10.0 out of 10, Exceptional, (23 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is ¥25,612
¥59,810 total
includes taxes & fees
Feb 7 - Feb 8
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota
9.4 out of 10, Exceptional, (17 reviews)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
The price is ¥20,102
¥44,491 total
includes taxes & fees
Feb 8 - Feb 9
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach
South Venice
9.6 out of 10, Exceptional, (16 reviews)
"The property was great and we love the area we hope we can rent this place again next year"
United States
Philip L.
The price is ¥38,958
¥79,053 total
includes taxes & fees
Feb 28 - Mar 1
Home in quiet Bird Sanctuary Neighborhood, close to Beach

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (58 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is ¥36,997
¥70,309 total
includes taxes & fees
Feb 5 - Feb 6
Siesta Key Island Rentals
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 Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Southwest Florida Vacation Homes information

Number of reviews
554
Accommodation
1095 Vacation Homes
Lowest Price
¥35,918
Highest Price
¥90,555

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