Southwest Florida Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwest Florida holiday rentals

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
Port Charlotte
The price is NZ$738
includes taxes & fees
31 Mar - 1 Apr
Port Charlotte Waterfront Home

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (5 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 NZ$502
includes taxes & fees
31 Mar - 1 Apr
MALU LANI Inn & Marina

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (264 reviews)
"Wonderful place! Super friendly host! Very clean, affordable! Great place!!"
United States
Carolyn
The price is NZ$258
includes taxes & fees
7 Apr - 8 Apr
Kon Tiki Inn

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,386 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is NZ$445
includes taxes & fees
29 Apr - 30 Apr
Tropical Beach Resorts

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, (1,146 reviews)
"Wonderful place"
United States
Kevin
The price is NZ$425
includes taxes & fees
26 Apr - 27 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
The price is NZ$535
includes taxes & fees
6 Apr - 7 Apr
Artsy Getaway With Vibrant Design Flair

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, (19 reviews)
"Property was perfect for the price."
United States
William M.
The price is NZ$271
includes taxes & fees
5 Apr - 6 Apr
Charming cottage for 2 across warm mineral springs park

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,700 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 NZ$448
includes taxes & fees
15 Apr - 16 Apr
Edison Beach House

1 Mi to Beach: Modern Cape Coral Home w/ Pool

1 Mi to Beach: Modern Cape Coral Home w/ Pool
3.0 star property
Caloosahatchee
The price is NZ$1,034
includes taxes & fees
3 Apr - 4 Apr
1 Mi to Beach: Modern Cape Coral Home w/ Pool

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 NZ$410
includes taxes & fees
3 Apr - 4 Apr
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, (83 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 NZ$445
includes taxes & fees
31 Mar - 1 Apr
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (89 reviews)
"Breathtaking view- super clean. Easy access. Perfect spot for a few days away with my husband."
United States
Ellen L.
The price is NZ$726
includes taxes & fees
30 Apr - 1 May
Best views of the beach from your balcony Unit 301

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (614 reviews)
"Great location, phenomenal folks, right on the beach. Walk across the bridge to the restaurants on the water and for some live music. Recommend highly!"
United States
RJ
The price is NZ$390
includes taxes & fees
28 Apr - 29 Apr
A Beach Retreat

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (478 reviews)
"Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too."
United States
Kathy
The price is NZ$269
includes taxes & fees
27 Apr - 28 Apr
Venice Beach Villas

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 NZ$543
includes taxes & fees
1 Apr - 2 Apr
Old Floridian cottage in Historic Gulf Village

Calm Japandi Retreat With Patio, Near Downtown

Calm Japandi Retreat With Patio, Near Downtown
3.0 star property
Arlington Park
The price is NZ$540
includes taxes & fees
6 Apr - 7 Apr
Calm Japandi Retreat With Patio, Near Downtown

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.4 out of 10, Exceptional, (51 reviews)
"This little getaway was an anniversary celebration and it felt like we were in the perfect place to celebrate 15 years of marriage .This beautiful little house was extra clean , cozy, well decorated and well equipped, with the strawberry on top being the peacefulness and tranquillity with a short 15 min ride to the nearest beach and city center. We highly recommend the place."
United States
Juan
Riverside Oasis 1Bed/1Bath

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 NZ$365
includes taxes & fees
22 Apr - 23 Apr
Tropical Villas of Venice Beach

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
The price is NZ$603
includes taxes & fees
31 Mar - 1 Apr
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,616 reviews)
"Great place for the family. Clean with plenty of amenities that are included."
United States
Matthew Chad
The price is NZ$879
includes taxes & fees
22 Apr - 23 Apr
Sundial Beach Resort & Spa
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Everything you need to know about Southwest Florida holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Florida holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwest Florida holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Florida. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Florida holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Florida holiday rentals we have selected for you start as low as NZ$258 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwest Florida rentals

At Expedia, we put the best Southwest Florida holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Florida holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.