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Southwest Florida, Florida, United States of America

Southwest Florida holiday rentals

We found 35,484 holiday rentals — enter your dates for availability

Discover a selection of more than 10,000 holiday home rentals in Southwest Florida, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 126 per night, and holiday houses and flats & apartments are popular options for a stay in Southwest Florida. Either way, you'll find holiday accommodation for everyone's needs.
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Find spaces that suit your style

Houses

View 18,773 Houses

Condos/Apartments

View 15,051 Condos/Apartments

Villas

View 1,757 Villas

Cottages

View 919 Cottages

Cabins

View 924 Cabins

Resorts

View 595 Resorts

Bungalows

View 919 Bungalows

Studios

View 2,491 Studios

Caravans

View 173 Caravans

Townhouses

View 968 Townhouses

Estates

View 52 Estates

Boats

View 26 Boats

Hotels

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Guest houses

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Find the best place to stay — Southwest Florida

Sleeps 6 · 2 Bedrooms · 3 Bathrooms
AU$ 126 avg/night
(53)

Villa Santa Rosa

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
AU$ 296 avg/night
(62)

ESTERO BEACH AND TENNIS CLUB

Sleeps 2 · 1 Bedroom · 1 Bathroom
AU$ 264 avg/night
(146)

3 Bedrooms · 2 Bathrooms
AU$ 178 avg/night

Siesta Key Beachfront Condo

Sleeps 5 · 2 Bedrooms · 1 Bathroom
AU$ 283 avg/night
(66)

BONITA BEACH PARADISE

Sleeps 4 · 1 Bedroom · 1 Bathroom
AU$ 191 avg/night
(105)

Search 35,484 holiday rentals

Top rated rentals — Southwest Florida
Stayed Apr 2022

Great location

Easy access to the beach (5min walk and you're in the water). 15 min walk to the village or just wait for the free trolley to pick you up (never waited longer than 20mins.) Restaurants we loved. Recommend rezos. - Summer House - Cafe Gabbiano We...

Adam Q.
Adam Q.
Stayed Apr 2022

Very nice views

We enjoyed our stay at this beautiful home and the view was nice and peaceful. We did have issues with trying to get the heater to work on the jacuzzi. We finally called the property manager on Friday am and she had to reset the system. Most of the t...

Kristine T.
Kristine T.
Stayed Apr 2022

Great Marco Island condo!

Dan and Bridget are great hosts and communicated clearly every step of the way. The condo was clean and had all of the amenities we needed for our week long trip. It was a great value and much more reasonably priced compared to a place we had rented ...

Thomas M.
Thomas M.
Stayed Apr 2022

Spring Break Destination

Our family stayed here for Spring Break as did many other families from the high school my kids attend. This was our 1st VRBO. We loved having the space of a condo and the location to the beach was great. The beach is beautiful and the water is amazi...

Shannon Y.
Shannon Y.
Stayed Apr 2022

Excellent

This home has everything you needed! We enjoyed how clean and well maintained the home was!! Cleanest vacation home we have ever rented. Deborah gave excellent restaurant recommendations.. The beach is a pleasant walk not far at least in our opinion....

Kathleen D.
Kathleen D.
Stayed Apr 2022

Stunning location & condo!

First time in Estero/Fort Myers. The condo was super clean and had everything stocked you could imagine & more. We loved the quick easy check in & appreciated the owner checking in and staying in touch for the whole trip. The view is absolutely stunn...

Stephanie S.
Stephanie S.
Stayed Apr 2022

Amazing as always!!

I’m writing this review for my parents that have stayed at Joyce’s condo now twice in the past 6 months, this time around my wife, child and I were also in Florida with them staying in a separate condo but also were able to finally see Joyce’s condo ...

kyler k.
kyler k.
Stayed Apr 2022

Perfect getaway

We found this home to be very well stocked with just about everything needed to enjoy our stay. It is a very convenient location close to Publix and Fresh Market for groceries, as well as Marco Island and Naples restaurants and shopping. Enjoyed ridi...

Gary D.
Gary D.
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How many holiday accommodation are available around Southwest Florida?

Our 2022 accommodation listings offer a large selection of 35,484 holiday rentals around Southwest Florida. From 18,773 holiday houses to 15,051 flats & apartments, find unique holiday homes for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.