Southwest Coast Florida Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Southwest Coast 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, (1,243 reviews)
"Great location clean and specious"
United States
Kathryn
The price is CA $263
CA $295 total
includes taxes & fees
Jun 28 - Jun 29
The Suites at Fishermen’s Village- 2 Bedroom Suites

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,661 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is CA $637
CA $788 total
includes taxes & fees
Jun 29 - Jun 30
Sundial Beach Resort & Spa

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,794 reviews)
"Every aspect fit our needs for this beach trip!"
United States
Lisa
The price is CA $206
CA $285 total
includes taxes & fees
Jul 2 - Jul 3
Edison Beach House

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (288 reviews)
"Great place to stay!!!"
United States
Tara
The price is CA $156
CA $176 total
includes taxes & fees
Jul 9 - Jul 10
Kon Tiki Inn

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (71 reviews)
"Excellent facility. Favorite place to stay"
United States
Daniel
The price is CA $86
CA $96 total
includes taxes & fees
Jul 4 - Jul 5
StudioRes by Marriott Fort Myers Airport

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is CA $412
CA $460 total
includes taxes & fees
Jul 9 - Jul 10
Island Inn

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (458 reviews)
"The property served it's purpose of comfort for relaxation. We enjoyed it thoroughly and will make this an annual trip."
United States
Sydney
The price is CA $324
CA $410 total
includes taxes & fees
Jul 27 - Jul 28
Haley's at The Anna Maria Island Inn

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (143 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is CA $374
CA $423 total
includes taxes & fees
Jul 21 - Jul 22
SeaSpray Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,599 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is CA $216
CA $281 total
includes taxes & fees
Jun 30 - Jul 1
Tropical Beach Resorts

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (644 reviews)
"Nice place ,clean and good location,quiet and relaxing."
United States
yohana
The price is CA $288
CA $326 total
includes taxes & fees
Jun 28 - Jun 29
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, (2,349 reviews)
"great place to stay for a couple of nights. "
United States
Diana
The price is CA $193
CA $218 total
includes taxes & fees
Jul 7 - Jul 8
Hibiscus Suites - Gateway to Siesta Key

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (104 reviews)
"Great location!"
United States
Kevin
The price is CA $415
CA $525 total
includes taxes & fees
Jul 8 - Jul 9
Seabreeze at Anna Maria Island Inn

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (294 reviews)
"Great stay!"
United States
Quentin
The price is CA $324
CA $369 total
includes taxes & fees
Jun 29 - Jun 30
River Wilderness Waterfront Cabins

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (808 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
The price is CA $428
CA $484 total
includes taxes & fees
Jul 1 - Jul 2
Bridgewalk Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,269 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is CA $246
CA $302 total
includes taxes & fees
Jul 7 - Jul 8
Captiva Beach Resort

Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (228 reviews)
"The property is amazing"
United States
Juan
The price is CA $1,205
CA $1,337 total
includes taxes & fees
Jul 10 - Jul 11
Marriott's Crystal Shores

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,065 reviews)
"Always a great stay"
United States
Jason
The price is CA $155
CA $405 total
includes taxes & fees
Jun 27 - Jun 28
Lovers Key Resort

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, (415 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is CA $247
CA $313 total
includes taxes & fees
Jun 29 - Jun 30
Pelican Post at Anna Maria Island Inn

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is CA $156
CA $280 total
includes taxes & fees
Jul 8 - Jul 9
Matlacha Tiny Village

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (276 reviews)
"This was in was in a great location! Everything was clean, staff was helpful and friendly. The wife and I will definitely book it again next time we’re in Naples!"
United States
Daniel Luis
The price is CA $158
CA $175 total
includes taxes & fees
Jul 22 - Jul 23
Wiggins Pass Chalet
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 Coast Florida Hotel Reviews

Find out more about Southwest Coast Florida

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southwest Coast Florida. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia