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Our top choices for Southwest Florida vacation homes

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, (2 reviews)
"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
The price is ¥23,088
¥34,083 total
includes taxes & fees
Apr 3 - Apr 4
Hibiscus House Bed Breakfast Citrus Room

Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (245 reviews)
"Staff very accommodating."
United States
Genevieve
The price is ¥26,178
¥33,157 total
includes taxes & fees
Apr 22 - Apr 23
Tropical Villas of Venice Beach

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, (20 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is ¥20,015
¥42,179 total
includes taxes & fees
Mar 26 - Mar 27
Nestled in North Port. Updated 2 Bed / 1 Bath.

Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock
Port Charlotte
9.6 out of 10, Exceptional, (62 reviews)
"Overall was very clean and comfortable, we enjoyed our stay"
United States
Jennifer R.
The price is ¥13,139
¥40,044 total
includes taxes & fees
Apr 20 - Apr 21
Completely remodeled beautiful waterfront property on canal with dock

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

Coastal Quadruplex 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 ¥18,996
¥66,750 total
includes taxes & fees
Apr 4 - Apr 5
Coastal Quadruplex with private beach access & deck - dog-friendly

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (72 reviews)
"Great place to stay!"
United States
Wendi B.
The price is ¥17,524
¥29,229 total
includes taxes & fees
Apr 12 - Apr 13
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥23,508
¥48,885 total
includes taxes & fees
Apr 1 - Apr 2
Old Floridian cottage in Historic Gulf Village

* * Endless Summer * * Beach, Unique & Comfort

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.4 out of 10, Exceptional, (19 reviews)
"The place was spotless All the amenities you could need Bed very comfortable Bathroom and kitchen area was lovely Close walk to beach Lovely quiet neighbourhood "
United Kingdom
Nia
The price is ¥33,895
¥66,910 total
includes taxes & fees
Apr 2 - Apr 3
* * Endless Summer * * Beach, Unique & Comfort

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, (29 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is ¥22,320
¥55,219 total
includes taxes & fees
Apr 21 - Apr 22
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Swimming pool, lake view, minutes to Naple's downtown and beach.

Swimming pool, lake view, minutes to Naple's downtown and beach.
East Naples
9.2 out of 10, Wonderful, (38 reviews)
"The house was clean and comfortable and the landcaping and outdoor seating was more than perfect! Communications were excellent as well. I highly recommend. We will visit again if the need arises."
United States
CAROLE
The price is ¥31,502
¥38,133 total
includes taxes & fees
Mar 26 - Mar 27
Swimming pool, lake view, minutes to Naple's downtown and beach.

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (46 reviews)
"Cute little cottage in a quiet neighborhood. Updated amenities and super clean. A fun outdoor bar with entertainment and great food within walking distance. A good placw for a quiet getaway."
United States
Cynthia
The price is ¥30,869
¥63,764 total
includes taxes & fees
Mar 30 - Mar 31
NEW!! The “WATERSIDE” COTTAGE~With dockage

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)
"Very clean and loved the space. Very bright and homey. Loved how well equipped the kitchen was since I was there for Thanksgiving and had to cook a little. Not a far drive from some great spots such as Sanibel Island, Bonita Springs and the outlets for some great shopping. Host was great with communication. Would love to stay again next time I’m in the area. "
United States
Stacy D.
The price is ¥19,400
¥42,605 total
includes taxes & fees
Apr 5 - Apr 6
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (37 reviews)
"Nice house. Very clean. Comfortable bed and linens. Easy check in and out. Convenient location "
United States
Kelly
The price is ¥19,518
¥53,320 total
includes taxes & fees
Mar 29 - Mar 30
Mimosa Memories

Experience your Dream Vacation Home

Experience your Dream Vacation Home
Ave Maria
9.8 out of 10, Exceptional, (18 reviews)
"This is my family’s 3rd time staying at this property. It is very nice and spacious with all the amenities! My daughter is a student at Ave Maria Iniversity so the location is perfect! "
United States
Katy H.
The price is ¥29,919
¥85,687 total
includes taxes & fees
Mar 29 - Mar 30
Experience your Dream Vacation Home

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (29 reviews)
"Clean and great location! Would stay again! "
United States
Laura W.
The price is ¥21,033
¥55,104 total
includes taxes & fees
Mar 31 - Apr 1
[escape to paradise] siesta key beach getaway

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, (37 reviews)
"Excellent for a family trip."
United States
RHEA
The price is ¥20,240
¥79,276 total
includes taxes & fees
Apr 20 - Apr 21
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (64 reviews)
"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "
United States
Laura
The price is ¥49,008
¥84,979 total
includes taxes & fees
Mar 28 - Mar 29
Siesta Key Island Rentals

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, (18 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 ¥26,317
¥62,560 total
includes taxes & fees
Mar 26 - Mar 27
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

Lakeside Retreat with Heated Pool

Lakeside Retreat with Heated Pool
Hancock
7.6 out of 10, Good, (35 reviews)
"Enjoyed our stay. Nothing fancy but exactly what we wanted. We even extended our stay one night. The pool and back porch was great. The kids enjoyed the kayaks. It was a bit too chilly for my Florida family to swim in the pool. If we need a house in Cape Coral again, we would love to stay here again."
United States
Allison M.
The price is ¥17,255
¥71,780 total
includes taxes & fees
Apr 22 - Apr 23
Lakeside Retreat with Heated Pool

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (171 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is ¥18,980
¥39,272 total
includes taxes & fees
Apr 8 - Apr 9
The Hideaways at Point Pleasant (Palm Side)
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
954
Accommodation
1023 Vacation Homes
Lowest Price
¥29,229
Highest Price
¥85,687

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