Search Vacation Homes in Southwest Florida

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Vacation Homes in Southwest Florida

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very Good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$305 nightly
The price is $344
Nov 10 - Nov 11
Total with taxes and fees
Siesta Heron Suites & Villas

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican
9.6 out of 10, Exceptional, (36)
"Enjoyed our stay - very welcoming and owners are very responsive to needs."
United States
Steven K.
$231 nightly
The price is $254
Nov 10 - Nov 11
Total with taxes and fees
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

2/1 Hidden Gem

Naples
9.8 out of 10, Exceptional, (15)
"It was so relaxing and close to everything, really enjoyed the stay ! "
United States
janice G.
$188 nightly
The price is $206
Nov 16 - Nov 17
Total with taxes and fees
2/1 Hidden Gem

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

East Naples
9.4 out of 10, Exceptional, (16)
"Location was central to most anywhere in Naples. Host was super communicative. Great stay all around"
United States
Mike B.
$259 nightly
The price is $284
Nov 11 - Nov 12
Total with taxes and fees
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Had a nice stay. Clean and well equipped."
United States
Debi D.
$225 nightly
The price is $251
Nov 10 - Nov 11
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$251 nightly
The price is $279
Nov 10 - Nov 11
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi

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)
"Excellent for a family trip."
United States
RHEA
$443 nightly
The price is $470
Nov 12 - Nov 13
Total with taxes and fees
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Tiny Carriage House, 15 mins to AMI, Nr downtown .

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Stayed here while visiting family over the weekend. Location is great, the tiny house has everything you need. We'll definitely stay here again."
United States
Chris A.
$213 nightly
The price is $238
Nov 10 - Nov 11
Total with taxes and fees
Tiny Carriage House, 15 mins to AMI, Nr downtown .

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

Bradenton
9.4 out of 10, Exceptional, (67)
"Our stay here was just perfect - great location, everything we needed, Bryce left very good instructions for anything that we might have needed (we didn’t 😊), and very comfortable! We were close to everything but felt like we had our own little private place too. Will definitely come back here. "
United States
Maureen
$135 nightly
The price is $150
Nov 10 - Nov 11
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Sarasota
9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
United States
aimen s.
$365 nightly
The price is $407
Nov 10 - Nov 11
Total with taxes and fees
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Perfect Getaway with the pool

North Port
10.0 out of 10, Exceptional, (26)
"Nice house."
United States
joanne f.
$297 nightly
The price is $331
Nov 11 - Nov 12
Total with taxes and fees
Perfect Getaway with the pool

Walk to Siesta key beach | Private Dock | Patio | Pool

Siesta Key Village
9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
$354 nightly
The price is $370
Nov 11 - Nov 12
Total with taxes and fees
Walk to Siesta key beach | Private Dock | Patio | Pool

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

River District
10.0 out of 10, Exceptional, (58)
"We loved this cottage and will be back!"
United States
Brenda D.
$278 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

Mimosa Memories

South Venice
9.4 out of 10, Exceptional, (29)
"The house was cute, its an older house, but nicely decorated. Could definitely use an overhaul with cleaning. All the vents in the house were clogged with dust and the showerheads could definitely be replaced. They were pretty gross. The bathroom ceiling had orange stains all over it. But with some updating it could be really nice. We couldnt enjoy the back covered in patio at all. Everytime we attempted to sit out there, the neighbors dogs barked insessantly. Sometimes someone would come out...
United States
Derick L.
$284 nightly
The price is $317
Nov 24 - Nov 25
Total with taxes and fees
Mimosa Memories

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

West End
9.2 out of 10, Wonderful, (39)
"This cottage was clean, convenient and comfortable for all of us! We loved being able to walk to the beach without driving and we also enjoyed the grill!"
United States
Julie A.
$442 nightly
The price is $462
Nov 11 - Nov 12
Total with taxes and fees
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"The house was perfect for us..Clean very nice. Jim was the perfect host. Thinking about coming down next year."
United States
LISA j.
$245 nightly
The price is $271
Nov 12 - Nov 13
Total with taxes and fees
Completely remodeled beautiful waterfront property on canal with dock

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
Ochopee
9.8 out of 10, Exceptional, (13)
"Great place"
United States
Matt
$423 nightly
The price is $464
Nov 10 - Nov 11
Total with taxes and fees
The Ultimate Fishing Retreat- Comfortable and Convenient!

Hibiscus House Bed Breakfast Citrus Room

2.0 star property
Fort Myers River District
$177 nightly
The price is $198
Nov 10 - Nov 11
Total with taxes and fees
Hibiscus House Bed Breakfast Citrus Room

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

2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
$325 nightly
The price is $363
Nov 30 - Dec 1
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Peaceful Room 15 Minutes from Downtown or Beach

Sarasota Springs
9.6 out of 10, Exceptional, (25)
"Excellent stay the accommodations in the house was absolutely marvelous"
United States
Dustin P.
$117 nightly
The price is $130
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Room 15 Minutes from Downtown or Beach
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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