Southwest Coast Florida Vacation Rentals

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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, (1,197 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

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,644 reviews)
"Great place! Very clean, great amenities."
United States
Karen
The price is CA $521
CA $656 total
includes taxes & fees
May 24 - May 25
Sundial Beach Resort & Spa

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

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,250 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
The price is CA $285
CA $345 total
includes taxes & fees
May 13 - May 14
Captiva Beach Resort

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 $249
CA $331 total
includes taxes & fees
May 11 - May 12
Edison Beach House

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

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

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

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

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

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

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, (402 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 $331
CA $418 total
includes taxes & fees
May 11 - May 12
Pelican Post at Anna Maria Island Inn

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (1,003 reviews)
"Place was clean and close to beach . Host was very nice "
United States
Kitra
The price is CA $116
CA $219 total
includes taxes & fees
May 30 - May 31
Flamingo Inn

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,308 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

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, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is CA $229
CA $337 total
includes taxes & fees
May 12 - May 13
Hibiscus House Bed Breakfast Inn Parrot Room

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 12 - May 13
GullWing Beach Resort

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (366 reviews)
"Close to the beach"
United States
Stephen
The Ringling Beach House

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 reviews)
"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "
United States
Robert
The price is CA $327
CA $647 total
includes taxes & fees
May 14 - May 15
Alamanda Villas

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 $269
CA $360 total
includes taxes & fees
Jun 8 - Jun 9
Bellasera Resort

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Stayed at the same place before, lovely accommodation and location, and the host very welcoming and professional."
United States
John S.
The price is CA $171
CA $480 total
includes taxes & fees
May 11 - May 12
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
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 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.