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, (1,096 reviews)
"Wonderful staff, clean and updated rooms, great location."
United States
Shawn
The price is CA $393
CA $440 total
includes taxes & fees
Feb 22 - Feb 23
The Suites at Fishermen’s Village- 2 Bedroom Suites

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,292 reviews)
"Wonderful stay!"
United States
Victoria
The price is CA $272
CA $343 total
includes taxes & fees
Feb 9 - Feb 10
Tropical Beach Resorts

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,643 reviews)
"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "
United States
Ellen
The price is CA $428
CA $523 total
includes taxes & fees
Feb 12 - Feb 13
Edison Beach House

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (254 reviews)
"Great place! "
United States
Michelle
The price is CA $398
CA $450 total
includes taxes & fees
Feb 17 - Feb 18
Kon Tiki Inn

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,240 reviews)
"We love everything about this property and stay here whenever we're in Naples."
United States
Sarah
The price is CA $904
CA $1,065 total
includes taxes & fees
Mar 1 - Mar 2
Bellasera Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,197 reviews)
"The front desk staff was professional and friendly. "
United States
Agnieszka
The price is CA $320
CA $385 total
includes taxes & fees
Feb 9 - Feb 10
Captiva Beach Resort

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
The price is CA $171
CA $293 total
includes taxes & fees
Feb 9 - Feb 10
Matlacha Tiny Village

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, (361 reviews)
"Great place…"
United States
Debra
The price is CA $272
CA $345 total
includes taxes & fees
Feb 11 - Feb 12
Pelican Post at Anna Maria Island Inn

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,248 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is CA $298
CA $337 total
includes taxes & fees
Feb 9 - Feb 10
Hibiscus Suites - Gateway to Siesta Key

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,129 reviews)
"Everything was wonderful."
United States
Walter
The price is CA $751
CA $837 total
includes taxes & fees
Feb 24 - Feb 25
Island Inn

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,598 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is CA $778
CA $942 total
includes taxes & fees
Feb 11 - Feb 12
Sundial Beach Resort & Spa

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (595 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
The price is CA $388
CA $438 total
includes taxes & fees
Feb 9 - Feb 10
A Beach Retreat

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (780 reviews)
"Staff was great, room very nice"
United States
LeeAnn
Bridgewalk 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
GullWing Beach Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,028 reviews)
"Wonderful place to relax and a good spot for exploring the coastal area. "
United States
Gerald L.
The price is CA $424
CA $697 total
includes taxes & fees
Mar 11 - Mar 12
Lovers Key Resort

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
The price is CA $510
CA $643 total
includes taxes & fees
Mar 11 - Mar 12
Hibiscus House Bed Breakfast Inn Parrot Room

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (91 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is CA $669
CA $756 total
includes taxes & fees
Feb 16 - Feb 17
SeaSpray Resort

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
10.0 out of 10, Exceptional, (1 review)
"Todo estuvo estupendo"
Mexico
Josue
The price is CA $225
CA $470 total
includes taxes & fees
Feb 9 - Feb 10
Landing Apartments Fort Myers near Eastwood Village

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (59 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is CA $423
CA $733 total
includes taxes & fees
Feb 13 - Feb 14
Siesta Key Island Rentals

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort
3.0 star property
Naples
9.4 out of 10, Exceptional, (546 reviews)
"Clean and staff was helpful. Beautiful views"
United States
Rebecca
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

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 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.