Southwest Florida Holiday Rentals from €135: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Southwest Florida

"Loved Yropical Beach Resort. Would definitely stay here again!"

includes taxes & fees

21 Apr - 22 Apr

"This place was amazing!! We were right on the beach with a beautiful view. Our room was very large and very clean. The beds were comfy. Several shops and restaurants were within walking distance. The ladies at the desk were very friendly and kind. I would definitely recommend this place for a relaxing time at the beach. Thank you. "

includes taxes & fees

7 May - 8 May

"This was a beautiful property...understated elegance. Very clean, well maintained with great amenities. The reception staff was wonderful and I can't wait to go back. A beautiful gem! "

includes taxes & fees

21 Apr - 22 Apr

Grand Studio Suite, Kitchenette | Living area

"SO, SO CLEAN. BED WAS DO COMFORTABLE! EXCELLENT COMMUNICATION!"

includes taxes & fees

15 Apr - 16 Apr

"Great Location, Staff, & of course the claw bar"

includes taxes & fees

4 May - 5 May

"We got bed bugs from the room and now it is been a struggle to get rid of them."

includes taxes & fees

22 Apr - 23 Apr

"Everything was great except the pool. Appears to be older and basically in the parking lot. "

includes taxes & fees

24 Apr - 25 Apr

"Great place"

includes taxes & fees

11 Apr - 12 Apr

"Absolutely beautiful area to spend a few beautiful days by the beach, pool and some cool shops and restaurants. Loved it! Thank you and we’ll be staying again! "

includes taxes & fees

1 May - 2 May

"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"

includes taxes & fees

21 Apr - 22 Apr

"This house is perfect for large groups with its many living areas, bedrooms, and bathrooms. The HUGE jacuzzi on the porch is A. Huge TV screens everywhere, even outside.The location is very convenient with a short walk to both the beach and restaurants, shops, etc. The beach is awesome! We had a great time and highly recommend!"

"The staff was amazing!! The condo was clean and directly across to the street from their beach access. We were given a late check out which was so appreciated! "

"Great, quiet place to stay. Short car ride to the beach. Pool was great. Only one elevator working at this time was the only problem we encountered"

includes taxes & fees

11 Apr - 12 Apr

"The 2 bedroom was great space for our family of 5 (2 parents and 3 teenagers). 2 bathrooms was a plus! Very clean. Definitely not a hotel feel at all (no restaurants, no daily cleaning), but we were fine with it. My only complaint would be the pull out couch/bed. It was so thin, and very uncomfortable. We used all the spare blankets to make it more tolerable for our daughter to sleep on it. Not sure how 2 people would sleep on that, unless they were smaller children. Despite that, we really...

includes taxes & fees

21 Apr - 22 Apr

"Host was super friendly and helpful. "

includes taxes & fees

13 Apr - 14 Apr

"This house was perfect for our family of 4. Loved the open concept. The small pool was refreshing and the location was amazing - so close to the most beautiful section of the beach. We will be back! "

Private beach nearby, sun-loungers, beach towels

"Family and I stayed here for spring break and the facilities were awesome. The staff was friendly and helpful. The are is still cleaning up after the hurricane, but it definitely did not affect the fun in the area. We will be planning a return trip."

On the beach, sun-loungers, beach towels

"Shell island is doing a lovely job of recovery from the hurricane. The condo was perfect and the grounds are coming along beautifully. We enjoyed the screened in porch, easy parking, having 2 full bathrooms, having direct beach access with a cute little shell washing station, and how friendly the staff was at the main office. They provided us with beach towels, a beach umbrella, and 2 beach chairs. You also get bike rentals included wich they delivered to the condo for only $10. Down the street...

"Walk out to the beach every morning and amazing sunsets every night. 100 percent will be back again "

includes taxes & fees

29 Apr - 30 Apr

"Staff was all very friendly and helpful. Don"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Other types of properties in Southwest Florida you may be interested in

"Good overall rooms need upgrades "

includes taxes & fees

4 May - 5 May

Suite with King Bed, Beachfront, Balcony | Terrace/patio

"This was a great spot for a girls' trip. Amazing views. Super clean. Food on site was great. Later hours for food options would be nice, but we understand it isn't lucrative enough to have late night hours. Room was quiet even while music and activities were happening outside. Pool was clean and just warm enough to be comfy to get in while still being refreshing. Would absolutely stay here again! I did not give 5 stars for a couple minor details that kept it from being truly perfect. The door...

includes taxes & fees

23 Apr - 24 Apr

"This property is clean and in great repair! It looks exactly like the other Margaritaville resorts that we have stayed in the past! They do have dining options at the resort. This resort is walkable to Old San Carlos Blvd, where many restaurants are located! The resort is across the street from the beach, not on the beach! The pool is open to the public, not just resort guest! You might consider a rental car, if you fly into Fort Meyers. Its approximately a 30 minute drive from the resort and...

includes taxes & fees

27 Apr - 28 Apr

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 €135 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.

Recent reviews of Southwest Florida properties

5/5 Excellent

Family time

"This place was amazing!! We were right on the beach with a beautiful view. Our room was very large and very clean. The beds were comfy. Several shops and restaurants were within walking distance. The ladies at the desk were very friendly and kind. I would definitely recommend this place for a relaxing time at the beach. Thank you. "

A verified traveller stayed at Edison Beach House

Posted 2 days ago