Search Vacation Homes in Southwest Florida

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Featured Vacation Homes in Southwest Florida

Tropical Villas of Venice Beach
Walk along the weathered boardwalk to the serene beach surrounded by lush greenery.

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great Location !!"
Tropical Villas of Venice Beach
Bradenton Breeze
Relax in this stylish living area with a sofa, chairs, and a dining table, featuring a large painting of peacocks and a mounted TV.

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is P5,100
P27,228 total
includes taxes & fees
Aug 2 - Aug 3
Bradenton Breeze
Lovers Key Resort by VTrips
Enjoy breathtaking views of the ocean from this property's expansive balcony.

Lovers Key Resort by VTrips

3.5 star property
7.6 out of 10, Good, (12)
"The pool area was my favorite thing. Nice water feature."
Lovers Key Resort by VTrips
Beautiful Pool Home Near Siesta Key Beach 2 Bedroom Home
Relax on the covered patio with a glass-top table and comfortable chairs, overlooking the swimming pool.

Beautiful Pool Home Near Siesta Key Beach 2 Bedroom Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"We have an amazing family time in this beautiful house"
Beautiful Pool Home Near Siesta Key Beach 2 Bedroom Home
Sarasota, Fl Bungalow Bright & Breezy Coastal Vibes - 10 Mins To White Sand Beaches 2 Bedroom Home by RedAwning
Enjoy al fresco dining on the deck surrounded by lush trees and a charming garden view.

Sarasota, Fl Bungalow Bright & Breezy Coastal Vibes - 10 Mins To White Sand Beaches 2 Bedroom Home by RedAwning

3.5 star property
Sarasota, Fl Bungalow Bright & Breezy Coastal Vibes - 10 Mins To White Sand Beaches 2 Bedroom Home by RedAwning
1902 Della Dr
Lobby

1902 Della Dr

2.5 star property
The price is P19,694
P33,377 total
includes taxes & fees
Aug 3 - Aug 4
1902 Della Dr
Lil Lavender House in Fort Myers Beach
Enjoy a comfortable stay in this apartment with a spacious kitchen, seating area, and backyard view.

Lil Lavender House in Fort Myers Beach

2.0 star property
Lil Lavender House in Fort Myers 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.
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

Naples Grande Beach Resort

Naples Grande Beach Resort

10/10 Excellent
"Staff are very friendly. Food and service were excellent. People at the pool and beach were great also. "
Sergio 1-night trip
Posted 17 hours ago
Naples Grande Beach Resort