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Top Holiday Rentals in Southwest Florida

Our top choices for Southwest Florida holiday rentals

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (611)
"Great property, incredible staff, local area and dining was great as well, will be back!"
The price is £114
includes taxes & fees
21 Sept - 22 Sept
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1476)
"Our family had a great time there. Staff was nice, location is great."
The price is £152
includes taxes & fees
1 Sept - 2 Sept
Edison Beach House

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2166)
"Bed comfort , great location, friendly staff. "
Hibiscus Suites - Gateway to Siesta Key

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (970)
"Great stay"
The price is £132
includes taxes & fees
8 Sept - 9 Sept
The Suites at Fishermen’s Village- 2 Bedroom Suites

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2212)
"Beautiful property and great location "
The price is £212
includes taxes & fees
31 Aug - 1 Sept
Bellasera Resort

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very good, (814)
"The apartment was not clean the floor, the furniture is neglected, we spend heat at night, the acceptable bath although the shower can be modernized, the TV could never see it (the command must be more acequible or at least bring a review of how to handle it), in the room to sleep a huge heat, in general I would not rent again, and I do not recommend that they do not fix it so that the family that comes to have a holiday."
Marco Beach Vacation Suites

Sundial Beach Resort & Spa

5.0 star property
8.6 out of 10, Excellent, (2575)
"Very nice Resort. Not a 5 star but they are remodeling. Easy access to the beautiful beach. Resturants were very good. Service was excellent. We went off season so there was not may people on the property which we liked."
The price is £360
includes taxes & fees
7 Sept - 8 Sept
Sundial Beach Resort & Spa

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (316)
"Super helpful staff."
The price is £102
includes taxes & fees
3 Sept - 4 Sept
Tiny House Siesta

Island Inn

3.5 star property
9.4 out of 10, Exceptional, (1100)
"Right on the beach!"
The price is £181
includes taxes & fees
2 Sept - 3 Sept
Island Inn

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Kon Tiki Inn

2.5 star property
10.0 out of 10, Exceptional, (227)
"We love everything about this place Debbie and her husband are awesome from check in to check out this is a 5 star resort and we will be back many more times"
The price is £117
includes taxes & fees
3 Sept - 4 Sept
Kon Tiki Inn

Marriott's Crystal Shores

3.5 star property
9.2 out of 10, Wonderful, (223)
"Beautiful property "
The price is £419
includes taxes & fees
8 Sept - 9 Sept
Marriott's Crystal Shores

Newly Remodeled! 5 Min to Beach, Private Pool, Outdoor TV, Fire Pit & Bikes!

10.0 out of 10, Exceptional, (59)
"Our stay was wonderful. The house had everything we needed, and more. The bikes and beach chairs and umbrella were so handy to use while we visited. The pool was great too. "
Newly Remodeled! 5 Min to Beach, Private Pool, Outdoor TV, Fire Pit & Bikes!

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (430)
"Outstanding stay. Great room and amenities with a great locatio. We will return!! "
Venice Beach Villas

Bradenton Apartments by Landing

4.0 star property
7.4 out of 10, Good, (43)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing

Lovers Key Resort

3.0 star property
8.8 out of 10, Excellent, (1005)
"We enjoyed the pool and watching the dolphins from bay front."
Lovers Key Resort

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (227)
"Awesome stay at an awesome property"
Wiggins Pass Chalet

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (526)
"All good. This was our second visit. "
GreenLinks Golf Villas at Lely Resort

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (59)
"Perfect home for a family getaway "
The price is £449
includes taxes & fees
2 Sept - 3 Sept
Adorable Beach cottage just steps Bean Point beach!

Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

9.4 out of 10, Exceptional, (38)
"Dolphins everyday. Great spot. Can’t really think of any negatives. Really a nice place."
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
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

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, apart-hotels, 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 £102 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.