Search Vacation Homes in Southwest Florida

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan
Private kitchen
Siesta Heron Suites & Villas

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
The price is HK$1,050
HK$2,751 total
includes taxes & fees
14 Nov - 15 Nov
Siesta Heron Suites & Villas
Sun-loungers, beach towels
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
9.6 out of 10, Exceptional, (36)
"Enjoyed our stay - very welcoming and owners are very responsive to needs."
United States
Steven K.
The price is HK$805
HK$1,975 total
includes taxes & fees
11 Nov - 12 Nov
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Private kitchen
2/1 Hidden Gem

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.
The price is HK$525
HK$1,602 total
includes taxes & fees
16 Nov - 17 Nov
2/1 Hidden Gem
Fridge, microwave, oven, stovetop
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

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.
The price is HK$805
HK$2,206 total
includes taxes & fees
11 Nov - 12 Nov
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Property grounds
Old Floridian cottage in Historic Gulf Village

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.
The price is HK$770
HK$1,951 total
includes taxes & fees
11 Nov - 12 Nov
Old Floridian cottage in Historic Gulf Village
Smart TV, stereo
Charming home near Anna Maria Island with Jacuzzi

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.
The price is HK$945
HK$2,172 total
includes taxes & fees
11 Nov - 12 Nov
Charming home near Anna Maria Island with Jacuzzi
Outdoor dining
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)
"Excellent for a family trip."
United States
RHEA
The price is HK$770
HK$3,665 total
includes taxes & fees
16 Nov - 17 Nov
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
1 bedroom, iron/ironing board, travel cot, free WiFi
Tiny Carriage House, 15 mins to AMI, Nr downtown .

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.
The price is HK$770
HK$1,848 total
includes taxes & fees
11 Nov - 12 Nov
Tiny Carriage House, 15 mins to AMI, Nr downtown .
Terrace/patio
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

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

Bradenton
9.4 out of 10, Exceptional, (67)
"Everything was great! Check in instructions were very easy."
United States
SARA
The price is HK$778
HK$1,166 total
includes taxes & fees
11 Nov - 12 Nov
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Beach
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

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.
The price is HK$630
HK$3,163 total
includes taxes & fees
11 Nov - 12 Nov
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Pool
Perfect Getaway with the pool

Perfect Getaway with the pool

North Port
10.0 out of 10, Exceptional, (26)
"Nice house."
United States
joanne f.
The price is HK$770
HK$2,671 total
includes taxes & fees
11 Nov - 12 Nov
Perfect Getaway with the pool
Fridge, microwave, oven, coffee/tea maker
Walk to Siesta key beach | Private Dock | Patio | 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
The price is HK$885
HK$2,876 total
includes taxes & fees
11 Nov - 12 Nov
Walk to Siesta key beach | Private Dock | Patio | Pool
Property grounds
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

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.
The price is HK$525
HK$2,403 total
includes taxes & fees
16 Nov - 17 Nov
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
Fridge, microwave, oven, stovetop
Mimosa Memories

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.
The price is HK$700
HK$2,366 total
includes taxes & fees
24 Nov - 25 Nov
Mimosa Memories
Beach nearby
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

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.
The price is HK$1,322
HK$3,593 total
includes taxes & fees
11 Nov - 12 Nov
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
Property grounds
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, (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.
The price is HK$692
HK$2,105 total
includes taxes & fees
12 Nov - 13 Nov
Completely remodeled beautiful waterfront property on canal with dock
Fridge, microwave, oven, stovetop
The Ultimate Fishing Retreat- Comfortable and Convenient!

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
Ochopee
9.8 out of 10, Exceptional, (13)
"Great place"
United States
Matt
The price is HK$1,361
HK$3,606 total
includes taxes & fees
11 Nov - 12 Nov
The Ultimate Fishing Retreat- Comfortable and Convenient!
1 bedroom, Internet
Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room

2.0 star property
Fort Myers River District
The price is HK$1,378
HK$1,536 total
includes taxes & fees
11 Nov - 12 Nov
Hibiscus House Bed Breakfast Citrus Room
Property grounds
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!

2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
The price is HK$1,085
HK$2,785 total
includes taxes & fees
24 Nov - 25 Nov
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Terrace/patio
Peaceful Room 15 Minutes from Downtown or Beach

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.
The price is HK$560
HK$1,008 total
includes taxes & fees
11 Nov - 12 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Room was nothing special but really clean with spectacular views"
Jennifer 3-night trip
Posted 1 day ago
Lani Kai Beachfront Resort

Find out more about Southwest Florida

Southwest Florida Vacation Homes information

Number of reviews
Accommodation
 Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia