Southwest Florida Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwest Florida vacation rentals

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (283 reviews)
"Great place to stay!!!"
United States
Tara
$117 nightly
The price is $132
Jun 3 - Jun 4
Total with taxes and fees
Kon Tiki Inn

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, (1,224 reviews)
"Great location clean and specious"
United States
Kathryn
$224 nightly
The price is $251
Jun 7 - Jun 8
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, (1,766 reviews)
"Loved the pool and being close to the beach, restaurants and shopping. We will definitely stay again next year."
United States
Jenifer
$218 nightly
The price is $243
Jun 3 - Jun 4
Total with taxes and fees
Edison Beach House

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,261 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
$216 nightly
The price is $242
Jun 4 - Jun 5
Total with taxes and fees
Captiva Beach Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,534 reviews)
"Clean room and convenient to the beach."
United States
Jacqueline
$209 nightly
The price is $236
Jun 8 - Jun 9
Total with taxes and fees
Tropical Beach Resorts

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,136 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
$289 nightly
The price is $322
Jun 25 - Jun 26
Total with taxes and fees
Island Inn

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.0 out of 10, Very Good, (3 reviews)
"I was extremely disappointed with this property. There was mold visible on the outside of the door, and the inside floors were absolutely filthy and appeared not to have been properly cleaned. The bathtub had pubic hair in it, and the shower was also dirty and unsanitary. I called to report the issues and requested to be moved to a different property. The representative who answered said she would call me back, but I didn't receive a return call until six hours later. By that time, I had no...
United States
Suzette
$318 nightly
The price is $359
Jun 3 - Jun 4
Total with taxes and fees
Cedar Run Resort - Roam Hospitality

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.4 out of 10, Exceptional, (3 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
$386 nightly
The price is $428
Jul 3 - Jul 4
Total with taxes and fees
Noel Real Estate

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
$372 nightly
The price is $406
Jun 3 - Jun 4
Total with taxes and fees
MALU LANI Inn & Marina

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (639 reviews)
"Best vacation"
United States
Lidiia
$226 nightly
The price is $255
Jun 3 - Jun 4
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, (2,326 reviews)
"great place to stay for a couple of nights. "
United States
Diana
$141 nightly
The price is $159
Jun 4 - Jun 5
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,654 reviews)
"Excellent stay and amenities for families. "
United States
Megan
$409 nightly
The price is $456
Jun 3 - Jun 4
Total with taxes and fees
Sundial Beach Resort & Spa

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,055 reviews)
"Always a great stay"
United States
Jason
$296 nightly
The price is $330
Jun 3 - Jun 4
Total with taxes and fees
Lovers Key Resort

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (482 reviews)
"Great location. Friendly staff nice pool Too much fabric softener fragrance in the linens"
United States
Marianne
$175 nightly
The price is $197
Jun 5 - Jun 6
Total with taxes and fees
Venice Beach Villas

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
10.0 out of 10, Exceptional, (1 review)
"This place was wonderful! The host is quick to respond to any questions. Cleanliness excellent. The kitchen has anything and everything you could possibly need. We would highly recommend It. Also is a convenient location to the beaches and downtown Cape Coral. We lived in Fort Myers and Cape Coral before hurricane Ian so we were familiar with the area. It’s also located in a very nice neighborhood. Thankyou for a great stay🍊☀️"
United States
Michael
$328 nightly
The price is $363
Jun 13 - Jun 14
Total with taxes and fees
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,276 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
$285 nightly
The price is $317
Jul 2 - Jul 3
Total with taxes and fees
Bellasera Resort

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (86 reviews)
"Absolutely love this space. Third time visiting will definitely be back."
United States
Leigh S.
$238 nightly
The price is $257
Jun 3 - Jun 4
Total with taxes and fees
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (804 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
$311 nightly
The price is $352
Jun 3 - Jun 4
Total with taxes and fees
Bridgewalk Resort

Emerald Entry Retreat

Emerald Entry Retreat
2.0 star property
LaBelle
$393 nightly
The price is $434
Jun 5 - Jun 6
Total with taxes and fees
Emerald Entry Retreat

Bright & Cozy Townhome · Pool & Near Downtown

Bright & Cozy Townhome · Pool & Near Downtown
3.5 star property
Fort Myers
$340 nightly
The price is $379
Jun 4 - Jun 5
Total with taxes and fees
Bright & Cozy Townhome · Pool & Near Downtown
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

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 $132 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.