Search Vacation Homes in Southwest Florida
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Vacation Homes in Southwest Florida

Siesta Heron Suites & Villas
Siesta Heron Suites & Villas
8.4 out of 10, Very Good, (35)

Siesta Key Island Rentals
Siesta Key Island Rentals
9.6 out of 10, Exceptional, (46)
The price is ¥23,056
¥48,112 total
includes taxes & fees
Sep 3 - Sep 4

Charming home near Anna Maria Island with Jacuzzi
Charming home near Anna Maria Island with Jacuzzi
10.0 out of 10, Exceptional, (14)
The price is ¥16,927
¥39,698 total
includes taxes & fees
Aug 29 - Aug 30

#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D
#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D
9.8 out of 10, Exceptional, (29)
The price is ¥10,436
¥40,441 total
includes taxes & fees
Aug 27 - Aug 28

Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
Pet-Friendly / Family-Friendly Waterfront Vacation Rental + Free Boat Dockage!
9.4 out of 10, Exceptional, (46)
The price is ¥17,853
¥22,846 total
includes taxes & fees
Aug 26 - Aug 27

September discount,15 mins to AMI, walk to Main St
September discount,15 mins to AMI, walk to Main St
10.0 out of 10, Exceptional, (10)
The price is ¥14,547
¥44,239 total
includes taxes & fees
Aug 27 - Aug 28

Completely remodeled beautiful waterfront property on canal with dock
Completely remodeled beautiful waterfront property on canal with dock
9.6 out of 10, Exceptional, (61)
The price is ¥9,551
¥35,089 total
includes taxes & fees
Aug 31 - Sep 1

The Ultimate Fishing Retreat- Comfortable and Convenient!
The Ultimate Fishing Retreat- Comfortable and Convenient!
9.8 out of 10, Exceptional, (11)
The price is ¥26,596
¥68,380 total
includes taxes & fees
Aug 26 - Aug 27
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Southwest Florida Hotel Reviews

Hilton Naples
10/10 Excellent
Find out more about Southwest Florida
Find out more about Southwest Florida
Southwest Florida Vacation Homes information
Number of reviews | 1,463 |
---|---|
Accommodation | 975 Vacation Homes |
Lowest Price | ¥22,041 |
Highest Price | ¥59,511 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Vacation Homes in Other Destinations
More Accommodation Types in Southwest Florida
- Condo Rentals in Southwest Florida
- Apartments in Southwest Florida
- Villas in Southwest Florida
- Cottages in Southwest Florida
- Motels in Southwest Florida
- Resorts in Southwest Florida
- Aparthotels in Southwest Florida
- Houseboats in Southwest Florida
- Condo Resorts in Southwest Florida
- Guest Houses in Southwest Florida
- Cabin Rentals in Southwest Florida
- Inns in Southwest Florida
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Vacation Homes in Tokyo
- Vacation Homes in Osaka
- Vacation Homes in Kyoto
- Vacation Homes in Okinawa
- Vacation Homes in Nagoya
- Vacation Homes in Fukuoka
- Vacation Homes in Hatsushima
- Vacation Homes in Sapporo
- Vacation Homes in Yokohama
- Vacation Homes in Karuizawa
- Vacation Homes in Hiroshima
- Vacation Homes in Kamakura
- Vacation Homes in North Okinawa
- Vacation Homes in Izu Peninsula
- Vacation Homes in Ishigaki
- Vacation Homes in Awaji Island
- Vacation Homes in Urayasu
- Vacation Homes in Naha
- Vacation Homes in Asahikawa
- Vacation Homes in Kanto
More ways to book
Expedia's Latest Trends
Flights
Cars
Packages
General
- Visit Coconut Grove
- Visit Florida Panhandle
- Visit Lake Bradford -Cascade Lake
- Visit Central East Coast Florida
- Visit Hollywood Beach
- Visit Downtown Orlando
- Visit Key Biscayne
- Visit Clearwater Beach
- Visit Lower Grand Lagoon
- Visit Little Havana
- Visit Miami Beach
- Visit Brickell
- Visit South Beach
- Visit Dinkins Bayou
- Visit Downtown Miami
- Visit Greater Palm River Point CDC
- Visit Downtown Jacksonville
- Visit Ybor City
- Visit Glen Canyon National Recreation Area