Southwest Florida Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, 564 reviews
"All Staff was professional and friendly ... even received some information on fishing spots from frint desk ( thank you young lady lol ) will definitely ma k e a return trip "
The price is HK$1,399
HK$1,567 total
includes taxes & fees
1 Jul - 2 Jul
The Suites at Fishermen’s Village- 2 Bedroom Suites
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, 1,934 reviews
"Excellent, great stay. Really comfortable."
The price is HK$2,051
HK$2,493 total
includes taxes & fees
16 Jun - 17 Jun
Bellasera Resort
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, 1,091 reviews
"Excellent location, kitchens have everything you need, spacious rooms"
The price is HK$1,617
HK$1,803 total
includes taxes & fees
17 Jun - 18 Jun
Edison Beach House
Save an average of 15% on thousands of hotels when you're signed in
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, 2,006 reviews
"Good location, room are very good and specious, nice appliances. "
The price is HK$1,102
HK$1,245 total
includes taxes & fees
12 Jun - 13 Jun
Hibiscus Suites - Gateway to Siesta Key
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, 137 reviews
"The place was really clean. The area had a lot of restaurants close proximity to the property. I would definitely recommend this place to anyone! The front desk manager was professional. Room was really clean and cozy! "
The price is HK$1,184
HK$1,315 total
includes taxes & fees
13 Jun - 14 Jun
Wiggins Pass Chalet
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, 406 reviews
"nice place"
The price is HK$1,997
HK$2,445 total
includes taxes & fees
9 Jun - 10 Jun
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, 117 reviews
"There was nothing to dislike about Kon Tiki. Property is well kept, very clean, updated and maintaince. "
The price is HK$1,027
HK$1,161 total
includes taxes & fees
27 Jun - 28 Jun
Kon Tiki Inn
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, 931 reviews
"Absolutely Love this place! Clean, beautiful condo with an amazing view. "
The price is HK$1,258
HK$2,644 total
includes taxes & fees
17 Jun - 18 Jun
Lovers Key Resort
Marco Beach Vacation Suites
3.5 star property
8.0 out of 10, Very good, 713 reviews
"Excelente "
Marco Beach Vacation Suites
Tiny House Siesta
2.0 star property
8.2 out of 10, Very good, 135 reviews
"Very tiny Tiny House. Nicely decorated and clean. Bathroom so small if you’re anything over average height and weight beware. Comfortable stay if it’s short like 2 nights. Room for 3 but we were just 2 adults and it was quite small. Nice nice fridge but chairs too low for fold down table . We didn’t cook there but you can. Overall a good deal for what you get. Area a little sketchy across the street . Expedia does not show this in its presentation of Tiny Houses "
The price is HK$764
HK$1,393 total
includes taxes & fees
9 Jun - 10 Jun
Tiny House Siesta
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, 128 reviews
"Walmart across street close to down town but in a small quiet community. Disliked no curtains on bedroom window sun blares in first thing in the morning. We stayed in the Tucan apartment "
Lazy Cuckoo Inn
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, 193 reviews
"The villa is well situated, being close to shopping, transport, and the tourist sites. We would definitely stay there again. The room have everything chair beach towels bikes kitchen staff love the place these was my second time Es un excelente lugar para gente mayor muy tranquilo aburrido para jóvenes .el room cuenta con todo es muy limpio y cómodo casa room tiene un patio con Barbie q hay bicicletas y el supermercado queda a 5 min lo mismo el centro "
Tropical Villas of Venice Beach
Park Shore Resort
3.0 star property
8.8 out of 10, Excellent, 703 reviews
"Lots of construction going on. Not advised that our balcony would be unavailable during our stay."
The price is HK$857
HK$2,590 total
includes taxes & fees
13 Jun - 14 Jun
Park Shore Resort
GullWing Beach Resort
3.5 star property
9.6 out of 10, Exceptional, 872 reviews
"Great place for family vacations"
GullWing Beach Resort
GreenLinks Golf Villas at Lely Resort
3.0 star property
9.4 out of 10, Exceptional, 487 reviews
"Everything in the hotel was perfect. We loved the experience "
GreenLinks Golf Villas at Lely Resort
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, 7 reviews
"Great owner came out late evening when locked out. Lots of games toys seating etc"
The price is HK$1,008
HK$4,730 total
includes taxes & fees
26 Jun - 27 Jun
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
4.0 star property
9.8 out of 10, Exceptional, 216 reviews
"Great location"
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.4 out of 10, Exceptional, 13 reviews
"Everything was great"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Marriott's Crystal Shores
3.5 star property
9.2 out of 10, Wonderful, 202 reviews
"Muy bueno "
The price is HK$6,243
HK$6,930 total
includes taxes & fees
20 Jun - 21 Jun
Marriott's Crystal Shores
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, 378 reviews
"Hidden gem! Old Florida at its best. Friendly,clean,convenient!"
Venice Beach Villas
Don't see what you're looking for?
See all available properties in Southwest Florida
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.

Other types of properties in Southwest Florida you may be interested in

Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, 3,460 reviews
"I love this hotel as always wonderful, thank you for giving us an incredible moment 😊🇺🇸"
The price is HK$719
HK$918 total
includes taxes & fees
10 Jun - 11 Jun
Kompose Boutique Hotel
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very good, 1,014 reviews
"Bathroom is really small with a sulfer smell when you flush. "
The price is HK$1,242
HK$1,669 total
includes taxes & fees
9 Jun - 10 Jun
Hyatt Regency Sarasota
The Westin Sarasota
4.0 star property
8.8 out of 10, Excellent, 1,020 reviews
"Amazing hotel and super nice staff. We had a great time. Breakfast was delicious."
The price is HK$1,388
HK$1,740 total
includes taxes & fees
30 Jun - 1 Jul
The Westin Sarasota
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.

Search for holiday rentals in Southwest Florida on Expedia! You can easily find your home rentals, villas, holiday apartments in Southwest Florida using one of the methods below:

  • View our selection of featured holiday rentals in Southwest Florida
  • Use the map to find apartments and other holiday homes in the Southwest Florida neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southwest Florida while they last

Look no further and take a look at our great range of rental properties in Southwest Florida!

Recent reviews of Southwest Florida properties
Expedia verified reviews