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, (1,118 reviews)
"Beautiful rooms and perfect location!!"
United States
Olivia Rose
The price is CA $327
CA $366 total
includes taxes & fees
Apr 5 - Apr 6
The Suites at Fishermen’s Village- 2 Bedroom Suites

Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (225 reviews)
"Hotel is well maintained and has beautiful grounds and beach"
United States
Chris
The price is CA $1,620
CA $1,799 total
includes taxes & fees
Mar 6 - Mar 7
Marriott's Crystal Shores

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,603 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is CA $681
CA $835 total
includes taxes & fees
Apr 3 - Apr 4
Sundial Beach Resort & Spa

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (95 reviews)
"Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again."
Canada
Robert
The price is CA $797
CA $901 total
includes taxes & fees
Apr 5 - Apr 6
SeaSpray Resort

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,667 reviews)
"Location and suite amenities were perfect "
United States
Robert
The price is CA $402
CA $493 total
includes taxes & fees
Mar 10 - Mar 11
Edison Beach House

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,131 reviews)
"Everything was wonderful."
United States
Walter
The price is CA $600
CA $669 total
includes taxes & fees
Mar 28 - Mar 29
Island Inn

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,208 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is CA $387
CA $460 total
includes taxes & fees
Apr 1 - Apr 2
Captiva Beach Resort

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (83 reviews)
"Very nice room with great beachside gulf views."
United States
PEGGY
The price is CA $562
CA $712 total
includes taxes & fees
Mar 8 - Mar 9
Seabreeze at Anna Maria Island Inn

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,340 reviews)
"Wonderful stay!"
United States
Victoria
The price is CA $320
CA $397 total
includes taxes & fees
Mar 11 - Mar 12
Tropical Beach Resorts

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (258 reviews)
"Great place! "
United States
Michelle
The price is CA $193
CA $219 total
includes taxes & fees
Apr 1 - Apr 2
Kon Tiki Inn

Christian Retreat Conference Center

Christian Retreat Conference Center
3.0 star property
Bradenton
9.6 out of 10, Exceptional, (4 reviews)
"A bargain given the cost of other hotels. Nice being hosted by Christians!"
United States
Patrick
The price is CA $159
CA $180 total
includes taxes & fees
Mar 29 - Mar 30
Christian Retreat Conference Center

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, (431 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
Haley's at The Anna Maria Island Inn

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (30 reviews)
"Loved stay here!!! "
United States
Melissa
The price is CA $156
CA $174 total
includes taxes & fees
Apr 5 - Apr 6
StudioRes by Marriott Fort Myers Airport

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (277 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is CA $213
CA $340 total
includes taxes & fees
Mar 10 - Mar 11
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, (371 reviews)
"Room was clean and great location."
United States
Jennifer
The price is CA $624
CA $790 total
includes taxes & fees
Mar 26 - Mar 27
Pelican Post at Anna Maria Island Inn

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (599 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
The price is CA $375
CA $423 total
includes taxes & fees
Apr 5 - Apr 6
A Beach Retreat

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,247 reviews)
"We love everything about this property and stay here whenever we're in Naples."
United States
Sarah
Bellasera Resort

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (280 reviews)
"Staff was very helpful. Room was clean and comfortable. Setting is very nice. "
United States
Martin
The price is CA $378
CA $431 total
includes taxes & fees
Mar 6 - Mar 7
River Wilderness Waterfront Cabins

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,263 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is CA $342
CA $387 total
includes taxes & fees
Apr 5 - Apr 6
Hibiscus Suites - Gateway to Siesta Key

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.0 out of 10, Wonderful, (8 reviews)
"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "
United States
Lourdes
The price is CA $801
CA $1,249 total
includes taxes & fees
Mar 6 - Mar 7
Alamanda Villas
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.