Southwest Florida Vacation Rentals

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Our top choices for Southwest Florida vacation rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,225 reviews)
"This place is very nice really close to the beach pool was amazing laid back"
United States
michael
$164 nightly
The price is $185
Jan 15 - Jan 16
Total with taxes and fees
Tropical Beach Resorts

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, (1,075 reviews)
" Beautiful place!!"
United States
Jade
$250 nightly
The price is $280
Feb 1 - Feb 2
Total with taxes and fees
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,614 reviews)
"Location, staff, room with view…all were excellent. Will stay again!"
United States
Leah
$244 nightly
The price is $272
Jan 14 - Jan 15
Total with taxes and fees
Edison Beach House

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (273 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 14 - Jan 15
Total with taxes and fees
Matlacha Tiny Village

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (340 reviews)
"Great room. Very clean. Good communication from property staff. "
United States
Amy
$142 nightly
The price is $160
Jan 14 - Jan 15
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (250 reviews)
"Great place! "
United States
Michelle
$179 nightly
The price is $202
Jan 14 - Jan 15
Total with taxes and fees
Kon Tiki Inn

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, (306 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$414 nightly
The price is $468
Jan 19 - Jan 20
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,188 reviews)
"Excellent place and location, "
United States
Richard
$214 nightly
The price is $240
Jan 14 - Jan 15
Total with taxes and fees
Captiva Beach Resort

StudioRes Fort Myers Airport

StudioRes Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (24 reviews)
"Loved stay here!!! "
United States
Melissa
$131 nightly
The price is $146
Jan 27 - Jan 28
Total with taxes and fees
StudioRes Fort Myers Airport

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,231 reviews)
"Very nice place !"
United States
Ivette
$144 nightly
The price is $163
Jan 14 - Jan 15
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,234 reviews)
"We love everything about this property and stay here whenever we're in Naples."
United States
Sarah
$483 nightly
The price is $537
Feb 2 - Feb 3
Total with taxes and fees
Bellasera Resort

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 17 - Jan 18
Total with taxes and fees
GullWing Beach Resort

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,125 reviews)
"Ken at the front desk is amazing and makes you feel at home from the moment he says hello. Everything was clean, and absolutely beautiful. We hope to be back soon!!"
United States
Shane
$309 nightly
The price is $345
Jan 25 - Jan 26
Total with taxes and fees
Island Inn

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,022 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 14 - Jan 15
Total with taxes and fees
Lovers Key Resort

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,586 reviews)
"wonderful family friendly and spotless resort"
United States
Mary Anne
Sundial Beach Resort & Spa

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (758 reviews)
"Great property. "
United States
Jan Pontus
$282 nightly
The price is $315
Jan 22 - Jan 23
Total with taxes and fees
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (10 reviews)
"Property was perfect for the price."
United States
William M.
$150 nightly
The price is $167
Jan 16 - Jan 17
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (586 reviews)
"Room was nice & staff was friendly. "
United States
Paula
$184 nightly
The price is $208
Jan 14 - Jan 15
Total with taxes and fees
A Beach Retreat

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (773 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

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort
3.0 star property
Naples
9.4 out of 10, Exceptional, (544 reviews)
"Clean and staff was helpful. Beautiful views"
United States
Rebecca
$343 nightly
The price is $370
Jan 21 - Jan 22
Total with taxes and fees
GreenLinks Golf Villas at Lely 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 $133 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.