Florida Holiday Rentals

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Holiday Rentals in Florida

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.6 out of 10, Exceptional, (23)
"Great place for family ski vacation. Apt was clean, with amenities for cooking. Great fireplace. The ski areas are very kid friendly. The bunny slope was carved up into different trails for learning different skills. Didn’t need to drive to get things. Everything for a great stay was right on site."
The price is AU$520
includes taxes & fees
23 Jan - 24 Jan
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (135)
"We had such an amazing time!! David is so kind, helpful, and very responsive. Answered any/all questions we had in a timely manner. We’re looking forward to returning!! "
Lazy River Cottage on the Delaware River

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.0 out of 10, Good, (14)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (128)
"We absolutely loved this lake house. We were in town for a wedding and this house was exactly what we needed. Not too far away from a grocery store and restaurants, plenty of space for our family. Large bathroom was great for our family to get ready in. Would love to come back in the summer!"
Lakefront Luxury on Greenwood Lake

2 bedroom cozy condo with parking on premises

10.0 out of 10, Exceptional, (21)
"My husband and I were attending the Halloween event and rented this property. It was very clean and cozy. I highly recommend. My only issue was that you have to check out by 11 am. I personally feel it was too early. I requested if I can check out at 12pm but, it was a no. Not a big deal but after going to a party we could’ve used an extra 2 hour sleep. All in all I would rent again. "
The price is AU$461
includes taxes & fees
23 Jan - 24 Jan
2 bedroom cozy condo with parking on premises

Located next to the Ski Resort, Bike Park and Water Park

10.0 out of 10, Exceptional, (156)
"My family and I just spent the past 2 nights at this clean and well appointed condo. The bed was very comfortable and my kids said the pull out couch was as well. We thoroughly enjoyed our stay. Check in and out were super easy with the info that host Barbara provided. My husband and kids enjoyed snow tubing and we all loved the heated pool and hot tub. Would definitely recommend. We did not ski this time around and the lack of snow looked a bit barren but the mountain was bustling! Thank you...
Located next to the Ski Resort, Bike Park and Water Park

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

Delightful Home w/ Fire Pit, Walk to Lake!

9.8 out of 10, Exceptional, (9)
"This was a cute house in a beautiful spot of NY. It was cozy and well taken care off. The neighborhood was quiet and beautiful also. We would come agian. "
Delightful Home w/ Fire Pit, Walk to Lake!

Vernon Condo w/ Deck, Near Appalachian Trail!

7.4 out of 10, Good, (28)
"Conveniently located, clean and great layout for our family. "
Vernon Condo w/ Deck, Near Appalachian Trail!

Cottage Suites

3.0 star property
8.0 out of 10, Very good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites

Entire Lakehouse Cabin by Mountain Creek & Warwick

10.0 out of 10, Exceptional, (109)
"Home was clean, well stocked, and had a very cozy feel. Cat was a pleasure to communicate with and very thorough in every aspect of the rental instructions. Everything was supplied from firewood to bath essentials and everything in between.We thoroughly enjoyed our stay and would rent again in the future."
Entire Lakehouse Cabin by Mountain Creek & Warwick

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (116)
"Lovely lakefront property.Was absolutely a gem of a spot!However, as we only had 2 pickup trucks to drive during our stay, parking was tight. The listing specifically says “cars”, & I should’ve paid closer attention. And the view out the living room windows more than made up for it!"
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger

10.0 out of 10, Exceptional, (24)
"The house is beautiful and very clean. Fun game room. Excellent view of the lake. Many sitting areas to enjoy. They provide games and books as well. The owner Neil answered all our questions promptly. Local food leaves a lot to be desired. Definitely AVOID Sussex Sit n Chat diner and avoid Silvio’s Villa (food was severely overpriced and tasted like prison cafeteria food. ) "
Lake Glenwood A-Frame Cabin w/stunning views, fire pit, game room & EV charger

3 bedroom country home off hiking trail

8.6 out of 10, Excellent, (8)
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is AU$657
includes taxes & fees
22 Jan - 23 Jan
3 bedroom country home off hiking trail

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (24)
"We stay every holiday season to be near some family who live in the area and by far this has been the nicest house we’ve stayed. It was exceptionally clean quiet and comfortable. Perfect for multiple families. Would most definitely recommend to anyone looking in for a place to stay in the Goshen area. "
The price is AU$1,152
includes taxes & fees
22 Jan - 23 Jan
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Villa Verde B&B, bsm, Greenwood Lake NY

10.0 out of 10, Exceptional, (12)
"Eva was an amazing host and an incredible cook! We didn't know what to expect, but the place is beautiful, quiet, comfortable and clean and her hospitality and friendliness above and beyond. It's close to a few towns but also close to a lot of must see nature areas. We would definitely stay there again!"
The price is AU$432
includes taxes & fees
1 Feb - 2 Feb
Villa Verde B&B, bsm, Greenwood Lake NY

Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick

9.8 out of 10, Exceptional, (7)
"We loved staying at the cabin, It is warm & comfortable, the size was perfect for us. Great location. I'm planning to come back. "
Log Cabin near Greenwood Lake. Minutes to AP Trl, Ren fair, Mt Peter, & Warwick

Modern Hudson Valley Oasis - 1.5hrs from NYC with heated pool, hot tub, sauna!

9.8 out of 10, Exceptional, (15)
"Beautiful home, with large kitchen. Hot tub and Sauna were great. "
Modern Hudson Valley Oasis - 1.5hrs from NYC with heated pool, hot tub, sauna!
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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Other types of properties in Florida you may be interested in

Overlook Lodge at Bear Mountain

2.5 star property
8.0 out of 10, Very good, (1003)
"Lovely night here, a nice escape. Everything is so comfy and it’s all around the park so it’s a wonderful little get away! Could not praise enough. "
The price is AU$214
includes taxes & fees
22 Jan - 23 Jan
Overlook Lodge at Bear Mountain

Crowne Plaza Suffern - Mahwah, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1002)
"Awesome staff. Nice clean room and bathroom with fresh towels and linens will definitely stay again. The property is beautifully updated the best part of our stay was the fresh made to order omelettes and fresh made buffet style breakfast. Place was an A plus for us. "
The price is AU$211
includes taxes & fees
2 Feb - 3 Feb
Crowne Plaza Suffern - Mahwah, an IHG Hotel

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1000)
"Our family enjoyed our stay in Holiday Inn, very convenient, woth indoor pool, close to everything and the free breakfast was a plus! Will difinitely recommend to our family and friends. "
The price is AU$151
includes taxes & fees
26 Jan - 27 Jan
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
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.

Frequently asked questions

Can I find holiday rentals in Florida?

Yes, there are holiday rentals close to the most popular sights in Florida, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Florida has to offer?

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: This holiday home rental outside of Florida is located in the mountains, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Florida?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, or get outside and enjoy nature at The Rock Sports Complex. Castle Fun Center and Warwick Valley Winery and Distillery are a couple of places you'll find in the wider area.

What’s a holiday rental in Florida like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Florida. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for families.