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, (1,197 reviews)
"We had a great stay!!"
United States
Rebecca
The price is CA $261
CA $292 total
includes taxes & fees
Jun 9 - Jun 10
The Suites at Fishermen’s Village- 2 Bedroom Suites

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (53 reviews)
"Great hotel and free clean and friendly staff"
United States
cynthia
The price is CA $115
CA $128 total
includes taxes & fees
May 17 - May 18
StudioRes by Marriott Fort Myers Airport

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (275 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
The price is CA $160
CA $181 total
includes taxes & fees
Jun 1 - Jun 2
Kon Tiki Inn

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,474 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
The price is CA $255
CA $323 total
includes taxes & fees
May 25 - May 26
Tropical Beach Resorts

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,741 reviews)
"Pool side View was great View from the room was spectacular .Room was clean . Staff was friendly . Very nice place to stay"
United States
Mark
The price is CA $238
CA $319 total
includes taxes & fees
May 14 - May 15
Edison Beach House

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (272 reviews)
"Clean room, stuff very friendly, easy access to rooms, close to everything"
United States
RITA
The price is CA $173
CA $192 total
includes taxes & fees
Jun 6 - Jun 7
Wiggins Pass Chalet

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (283 reviews)
"Excellent stay. Only complaint was this single ply toilet paper parking was good. Had a nice back patio air-conditioned worked great. Would definitely go back"
United States
Dean
The price is CA $78
CA $131 total
includes taxes & fees
May 14 - May 15
Lazy Cuckoo Inn

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (631 reviews)
"Love this place"
United States
Marialis
The price is CA $271
CA $307 total
includes taxes & fees
May 18 - May 19
A Beach Retreat

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is CA $278
CA $555 total
includes taxes & fees
May 14 - May 15
MALU LANI Inn & Marina

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,134 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is CA $587
CA $654 total
includes taxes & fees
Jun 7 - Jun 8
Island Inn

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (287 reviews)
"Super cute place!! Super clean and comfortable."
United States
Francesca
The price is CA $157
CA $380 total
includes taxes & fees
May 11 - May 12
Matlacha Tiny Village

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
10.0 out of 10, Exceptional, (2 reviews)
"Clean and beautiful place, it complies with everything it says! In addition, the location is central and the air conditioning of the house is great!"
United States
Gisseth
The price is CA $194
CA $595 total
includes taxes & fees
May 12 - May 13
Noel Real Estate

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,308 reviews)
"Excellent location, great place to stay! "
United States
Lynn
The price is CA $204
CA $230 total
includes taxes & fees
May 11 - May 12
Hibiscus Suites - Gateway to Siesta Key

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (797 reviews)
"Overall a pretty good spot. Friendly and helping staff, clean area, own parking lot"
United States
Celeste
The price is CA $395
CA $447 total
includes taxes & fees
May 12 - May 13
Bridgewalk Resort

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,268 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
The price is CA $260
CA $350 total
includes taxes & fees
Jun 8 - Jun 9
Bellasera Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,048 reviews)
"Very nice, will stay there again."
United States
Duane
The price is CA $165
CA $408 total
includes taxes & fees
May 11 - May 12
Lovers Key Resort

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, (447 reviews)
"Great location, clean and quiet. "
United States
Sara
The price is CA $296
CA $375 total
includes taxes & fees
May 11 - May 12
Haley's at The Anna Maria Island Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (945 reviews)
"Great location right on the beach."
United States
Adrian
The price is CA $204
CA $718 total
includes taxes & fees
May 11 - May 12
GullWing Beach Resort

Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is CA $130
CA $282 total
includes taxes & fees
May 11 - May 12
Cozy Lehigh Extended Stay

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (122 reviews)
"Enjoyed our stay great location easy walk to village and the beach"
United States
Gregory
The price is CA $393
CA $444 total
includes taxes & fees
Jun 10 - Jun 11
SeaSpray 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.