Southwest Florida Vacation Rentals

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Our top choices for Southwest Florida vacation rentals

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,082 reviews)
"Very nice and relaxing place, staff, very clean room, several amenities, I recommend it."
United States
CARLOS
$236 nightly
The price is $264
Feb 1 - Feb 2
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (274 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
$193 nightly
The price is $207
Jan 25 - Jan 26
Total with taxes and fees
Matlacha Tiny Village

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,629 reviews)
"Loved everything about this place. "
United States
Jill
$244 nightly
The price is $272
Jan 26 - Jan 27
Total with taxes and fees
Edison Beach House

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,256 reviews)
"Wonderful stay!"
United States
Victoria
$190 nightly
The price is $214
Jan 29 - Jan 30
Total with taxes and fees
Tropical Beach Resorts

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (253 reviews)
"Great place! "
United States
Michelle
$173 nightly
The price is $196
Jan 26 - Jan 27
Total with taxes and fees
Kon Tiki Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (352 reviews)
"Great place…"
United States
Debra
$213 nightly
The price is $241
Jan 26 - Jan 27
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,592 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
$434 nightly
The price is $484
Feb 1 - Feb 2
Total with taxes and fees
Sundial Beach Resort & Spa

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,127 reviews)
"Everything was wonderful."
United States
Walter
$279 nightly
The price is $311
Jan 27 - Jan 28
Total with taxes and fees
Island Inn

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (587 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
$184 nightly
The price is $208
Jan 26 - Jan 27
Total with taxes and fees
A Beach Retreat

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,240 reviews)
"Very nice place !"
United States
Ivette
$158 nightly
The price is $178
Jan 25 - Jan 26
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (1 review)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
$186 nightly
The price is $207
Jan 26 - Jan 27
Total with taxes and fees
Hibiscus House Bed Breakfast Inn Parrot Room

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (308 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$404 nightly
The price is $457
Jan 28 - Jan 29
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (57 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
$319 nightly
The price is $361
Jan 27 - Jan 28
Total with taxes and fees
Siesta Key Island Rentals

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932 reviews)
"The view of the beach was spectacular. "
United States
Carol
$563 nightly
The price is $619
Jan 29 - Jan 30
Total with taxes and fees
GullWing Beach Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,024 reviews)
"Wonderful place to relax and a good spot for exploring the coastal area. "
United States
Gerald L.
$360 nightly
The price is $402
Jan 26 - Jan 27
Total with taxes and fees
Lovers Key Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,191 reviews)
"Excellent place and location, "
United States
Richard
$277 nightly
The price is $311
Jan 25 - Jan 26
Total with taxes and fees
Captiva Beach Resort

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral
3.0 star property
Caloosahatchee
$324 nightly
The price is $358
Feb 10 - Feb 11
Total with taxes and fees
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
$325 nightly
The price is $367
Feb 1 - Feb 2
Total with taxes and fees
Artsy Getaway With Vibrant Design Flair

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (67 reviews)
"Great place to stay!"
United States
Wendi B.
$162 nightly
The price is $180
Jan 25 - Jan 26
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (777 reviews)
"Staff was great, room very nice"
United States
LeeAnn
$241 nightly
The price is $273
Jan 25 - Jan 26
Total with taxes and fees
Bridgewalk Resort
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.
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Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Everything you need to know about Southwest Florida vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Florida vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Florida. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southwest Florida in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwest Florida rentals

At Expedia, we put the best Southwest Florida vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southwest Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Florida vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.