
Vacation rentals with a pool in Keystone
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Top-rated rentals with a pool in Keystone
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House rentals with a pool

Ski-in/Ski-out Keystone Mountain Cozy Retreat
This is a small, ground-floor one-bedroom condo that is a three minute walk to the Gondola. Comfy small bedroom. Nice largish bathroom. Good fold out couch. Small table that fits four. Perfect for 2 or 3 adults, or two adults and two kids. Everything inside seems new. (Looks like a complete renovation within the past year – we could not find a ding in the paint anywhere.) Good set of kitchen stuff. Anything that might be problematic (e.g., how to pull out the couch or whether the window lock is on or off) is clearly marked. A surplus of hangers. Plenty of towels. One gets the sense of a host who has thought through everything. The management company is a mile down the road and was pleasant and helpful in picking up the keys. If you want a reasonably priced place right by the slopes I can't imagine anything better.

The Ramsey Retreat - Luxury Mountain Cabin!
We had a fantastic stay and the house is amazing. The experience lived up to the pictures and reviews - the property is spacious, modern and well appointed. It ticks all the boxes required for a great holiday. Check in / communication was all smooth and we had no issues with anything during the trip.

Lux Penthouse•Pool/Spa•Ski In/Out•$0 Cleaning Fee
This was a wonderful place to stay. The nearby Keystone area is stunning, offering beautiful mountain views in every direction. The airbnb itself is spacious, cozy, and perfect for accommodating a large family. Its location is ideal—just 20–30 minutes to Breckenridge and about 35 minutes to Vail. I highly recommend this place!

Mountain Sunshine [downtown, 2x parking, gondola]
We loved staying at Tyler’s place for the weekend. The place is very quiet, my daughter was able to sleep very well despite being a place away from home and her difficulty to sleep overall. The apartment was also very clean and just like it looks like in the pictures. We would love to come back in the near future. I highly recommend staying here. Thank you Tyler!

Condo in Keystone
Great spot. Close to the bus, 4min ride to the lift. The condo was very clean. We will definitely keep it in mind for our next trip to keystone

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA
This unit was perfect for our girls' ski trip. It was great to have three bathrooms and lots of stocked items! There is a great view from the deck and we especially liked the hot tubs, steam room and sauna after a full day of skiing. It was so easy to get over to Copper Mountain and a quick trip back at the end of the day. It was also nice to be in a quiet area with plenty of parking! Frisco has many great restaurants and cute shops within walking distance! (I even found two geocaches when I was out and about.) Nicole was very responsive and the binder in the unit was very helpful. We would definitely stay here again!

Escape to Elevation in the Mountains
A really beautiful mountain home. My family and I had a great ski vacation here and would highly recommend Karen's place!

Vendette Peak Lodge. Secluded 4Bed/3.5Bath Luxury
Very beautiful home, very private also. I loved the fact that we had access to the club and lake house. That was a huge highlight of our stayed specially for our kids they really enjoyed.
Condo rentals with a pool

Cozy Boho Retreat w/ Views of Mountain + Lake
We had a fantastic time at this Airbnb in Dillon! The location was perfect, just under two hours from Rocky Mountain National Park and close to shops, restaurants, and everything we needed. The attention to detail was top-notch. The bathroom essentials were fantastic, and we loved having access to paddle boards and bikes to explore the nearby lakes and trails. The highlight was the view from the balcony, absolutely breathtaking! I highly recommend this place for anyone looking for a relaxing yet adventurous getaway!

Escape to the mountains - Cozy retreat
The condo is really nice, and it gets extra points of being very nicely appointed. James was a stand out host. I had a special request at an inconvenient time that he happily took care of immediately. A very positive experience.

Bright Keystone Corner Studio w/Parking
This condo is located just a couple of minutes away from Keystone Ski Resort. The apartment has a beautiful mountain view. It is spacious and cozy with the fireplace in addition. The kitchen was well equipped ( all utensils were there and even spices and cooking oil) so we could feel like at home. Marilyn was very responsive and helpful. I would definitely recommend that place for your stay in Keystone.

Steps to Lifts & Mountain Views From Every Window
Listing was as described. Beautiful scenery. We visited during the off-season so no one else was around and shops were closed. We have visited the silver mill in previous years during the busy season. This particular condo overlooks some shops and the hot tub area. Minutes from Dillon where you’ll find places to eat, coffee, shops, and grocery/gas. Bring your own seasonings if you’re going to cook. Kitchen is stocked with everything else you’ll need. Also bring your own coffee! They do have a Keurig as well, but you need to bring your own pods. There is more than one humidifier, which was really nice and more than one heater and fans so you have everything you’ll need for both rooms. This unit has more space on the balcony as it’s a corner condo. That was really nice! I enjoyed having the guest laundry on the same floor. The price we paid for off-season was completely worth the money. The table in the pictures is very small. There is a leaf in the main bedroom to extend.

Find Yourself Steps from Town/Lifts in a King Studio Getaway
Loved the stay at Brett’s. It was clean and cozy. And loved the touch of tea and coffee. Shower was amazing after a long couple days on the road. Would definitely recommend if looking for a nice space to rest your head.

Cozy Mountain Suite- hot tub/pool/gym/mins to lift
Wonderful little condo in Keystone! Super convenient location for skiing A Basin, and not so far from Dillon/Frisco/Silverthorne as to make doing things out there a hassle. As a solo female traveler, I wasn’t super fond of there only being the one electronic lock (not even a chain) but everything else was great and matched the listing/photos/etc. Super easy check out to-do list, so I was still able to get on the slopes bright and early on my last day.

Adventure Awaits! Lake & Mtn View Getaway 2bd 2bth
Absolutely loved this place! The view was amazing and the location was perfect. Matt was a great host. My family and I will definitely be back!!

Bright, spacious, extra clean condo in Keystone!
We loved our stay at Mary and Alan's condo. The property was so beautiful and had lovely pathways and trees. The community pool and hot tub was so pristine and so close we enjoyed a hot soak after skiing. The condo was so bright and spacious we loved the space. Had many lovely nights in the large living room with the fire. We would love to come back and stay here hopefully next year!! Thanks again Mary and Alan!
Quick stats about vacation rentals with a pool in Keystone
Total rentals
1.2K properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
41K reviews
Family-friendly rentals
760 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
480 properties have a dedicated workspace
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- Breckenridge Ski Resort
- Beaver Creek Resort
- Vail Ski Resort
- Winter Park Resort
- Keystone Resort
- Red Rocks Park and Amphitheatre
- Granby Ranch
- Arapahoe Basin Ski Area
- Loveland Ski Area
- Carousel of Happiness
- Golden Gate Canyon State Park
- Fraser Tubing Hill
- St. Mary's Glacier
- Pearl Street Mall
- Ski Cooper
- Eldorado Canyon State Park
- Arrowhead Golf Course
- Georgetown Loop Railroad & Mining Park - Silver Plume Depot
- Applewood Golf Course
- Pirates Cove Water Park
- Keystone Nordic Center
- Staunton State Park
- Raccoon Creek Golf Club
- Beaver Creek Golf Club