Southwest Florida Vacation Rentals

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Our top choices for Southwest Florida vacation rentals

Christian Retreat Conference Center

Christian Retreat Conference Center
3.0 star property
Bradenton
8.8 out of 10, Excellent, (8 reviews)
"A bargain given the cost of other hotels. Nice being hosted by Christians!"
United States
Patrick
The price is CA $139
CA $158 total
includes taxes & fees
Apr 19 - Apr 20
Christian Retreat Conference Center

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
Port Charlotte
The price is CA $257
CA $638 total
includes taxes & fees
Mar 30 - Mar 31
Port Charlotte Waterfront Home

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (264 reviews)
"Very nice rooms and close to everything. Owner is very welcoming."
United States
Jennifer
The price is CA $225
CA $255 total
includes taxes & fees
Apr 21 - Apr 22
Kon Tiki Inn

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
Bokeelia
10.0 out of 10, Exceptional, (4 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 $226
CA $402 total
includes taxes & fees
Apr 12 - Apr 13
MALU LANI Inn & Marina

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is CA $93
CA $675 total
includes taxes & fees
Mar 29 - Mar 30
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

5 Mi to Golf & Trails: North Port Retreat w/ Pool

5 Mi to Golf & Trails: North Port Retreat w/ Pool
3.0 star property
North Port
10.0 out of 10, Exceptional, (1 review)
"The house had everything we needed, great location & neighborhood also."
United States
Gina
The price is CA $176
CA $629 total
includes taxes & fees
Mar 28 - Mar 29
5 Mi to Golf & Trails: North Port Retreat w/ Pool

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,694 reviews)
"Great hotel in close proximity to bars and restaurants. The hotel is steps from the public beach and the ocean view is awesome!"
United States
Jason
The price is CA $249
CA $323 total
includes taxes & fees
Apr 20 - Apr 21
Edison Beach House

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (18 reviews)
"Property was perfect for the price."
United States
William M.
The price is CA $83
CA $214 total
includes taxes & fees
Apr 6 - Apr 7
Charming cottage for 2 across warm mineral springs park

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,379 reviews)
"We had a very nice time and the resort was centrally located and right down the road from the beach. "
United States
Christopher Kevin
The price is CA $281
CA $353 total
includes taxes & fees
Apr 12 - Apr 13
Tropical Beach Resorts

Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is CA $226
CA $325 total
includes taxes & fees
Apr 6 - Apr 7
Hibiscus House Bed Breakfast Citrus Room

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (82 reviews)
"The cottage was very clean. It is exactly as described. The host was extremely responsive and very helpful."
United States
Silvana C.
The price is CA $185
CA $354 total
includes taxes & fees
Mar 27 - Mar 28
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,614 reviews)
"Great place for the family. Clean with plenty of amenities that are included."
United States
Matthew Chad
The price is CA $581
CA $723 total
includes taxes & fees
Apr 25 - Apr 26
Sundial Beach Resort & Spa

Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (245 reviews)
"Staff very accommodating."
United States
Genevieve
The price is CA $228
CA $288 total
includes taxes & fees
Apr 22 - Apr 23
Tropical Villas of Venice Beach

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is CA $204
CA $436 total
includes taxes & fees
Apr 2 - Apr 3
Old Floridian cottage in Historic Gulf Village

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, (1,143 reviews)
"Wonderful place"
United States
Kevin
The price is CA $301
CA $337 total
includes taxes & fees
Apr 26 - Apr 27
The Suites at Fishermen’s Village- 2 Bedroom Suites

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Steps to Riverwalk! Dtwn Bradenton Snowbird Haven
3.0 star property
Bradenton
The price is CA $161
CA $682 total
includes taxes & fees
Mar 30 - Mar 31
Steps to Riverwalk! Dtwn Bradenton Snowbird Haven

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (76 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is CA $206
CA $428 total
includes taxes & fees
Apr 11 - Apr 12
Beachfront Studio – Cabana #5B by RVA

Shorewalk Lakefront Corner Condo · Pools · Hot Tubs · 5 Min IMG · Near AMI Beach

Shorewalk Lakefront Corner Condo · Pools · Hot Tubs · 5 Min IMG · Near AMI Beach
Bradenton
10.0 out of 10, Exceptional, (124 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
The price is CA $193
CA $464 total
includes taxes & fees
Apr 10 - Apr 11
Shorewalk Lakefront Corner Condo · Pools · Hot Tubs · 5 Min IMG · Near AMI Beach

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"We had a pleasant stay! Very nice location! Close to everything. The host, Richard, was very helpful. Would definetely stay again "
United States
Marilu R.
The price is CA $191
CA $507 total
includes taxes & fees
Apr 14 - Apr 15
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (101 reviews)
"What a great place! Trolly pickup was two blocks away Walking distance to shops, restaurants and the beach. Can’t wait to visit again soon "
United States
Rhonda k.
The price is CA $156
CA $480 total
includes taxes & fees
Apr 22 - Apr 23
Updated bayside condo with heated pool - across the street from the beach
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.