Search Holiday 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
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Browse Select Southwest Florida Holiday Homes

Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ₹12,058
₹31,768 total
includes taxes & fees
18 Dec - 19 Dec
Siesta Heron Suites & Villas
House | 1 bedroom, Internet
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, (1)
"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 ₹15,630
₹17,427 total
includes taxes & fees
9 Dec - 10 Dec
Hibiscus House Bed Breakfast Citrus Room
Exterior
Siesta Key Island Rentals

Siesta Key Island Rentals

3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (52)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is ₹13,097
₹30,828 total
includes taxes & fees
7 Dec - 8 Dec
Siesta Key Island Rentals
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior
Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs

4.0 star property
Siesta Key Village
The price is ₹53,644
₹90,261 total
includes taxes & fees
27 Dec - 28 Dec
Lulu's Key House Leatherback 2/2 Downstairs
House | 2 bedrooms
Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home

2.0 star property
South Island
The price is ₹37,860
₹90,570 total
includes taxes & fees
4 Jan - 5 Jan 2026
Redfish Retreat - South End Pool Home
House | 3 bedrooms
Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home

2.0 star property
Mid Island
Docked at Dakota Sunset - Mid Island Pool Home
House | 1 bedroom, Internet
Hibiscus House Bed Breakfast Seashell Room

Hibiscus House Bed Breakfast Seashell Room

2.0 star property
Fort Myers River District
The price is ₹17,643
₹19,672 total
includes taxes & fees
8 Dec - 9 Dec
Hibiscus House Bed Breakfast Seashell Room
House | 1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room

2.0 star property
Fort Myers River District
The price is ₹18,387
₹20,501 total
includes taxes & fees
18 Dec - 19 Dec
Hibiscus House Bed Breakfast Inn Parrot Room
House, Accessible | 1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

2.0 star property
Fort Myers River District
The price is ₹15,687
₹17,491 total
includes taxes & fees
7 Dec - 8 Dec
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
House | 1 bedroom, Internet
Hibiscus House Bed Breakfast Inn Flamingo Suite

Hibiscus House Bed Breakfast Inn Flamingo Suite

2.0 star property
Fort Myers River District
The price is ₹17,164
₹19,138 total
includes taxes & fees
9 Dec - 10 Dec
Hibiscus House Bed Breakfast Inn Flamingo Suite
House | 3 bedrooms
Docked at Dakota Sunrise

Docked at Dakota Sunrise

2.0 star property
Mid Island
Docked at Dakota Sunrise
Family House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 star property
Palm River-Clair Mel
2.0 out of 10, (2)
"This house was under renovation and no furniture. They moved us to another house that wasn't even breathable because of smoke. 813 properties should be banned"
United States
Jon
The price is ₹24,294
₹41,070 total
includes taxes & fees
18 Dec - 19 Dec
Delray House With Hot tub & Game Room
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

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent
"Clean, modern and amenities were top notch. The pools, gym, saunas and entire facility was very relaxing. Definitely will visit again. "
David 4-night trip
Posted 1 day ago
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Find out more about Southwest Florida

Southwest Florida Holiday Homes information

Number of reviews
90
Accommodation
11 Holiday Homes
Lowest Price
₹17,427
Highest Price
₹90,570

Explore a world of travel with Expedia