Holiday rentals with a pool in Colorado Springs

Urban Float - Private Heated Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with a private indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby. Book your unforgettable Colorado Springs escape today!

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

Settlers Pass apartment to experience Colorado

This is a basement apartment with kitchenette. Good lighting. It does require stairs and does not have handicap access. Close to Colorado Springs airport. Minutes from Fort Carson. Close to all tourist attractions of the Colorado Springs area. Half an acre of land with an outdoor play area. On-site home gym in the barn. Patio with 2-person hot tub, outdoor chairs, fire pit, barbecue grill, and smoker. Kayaks for rent. Small pool up during summer for quick cool down. Open from June to September

Spacious, Mountain Views, Heated Pool, & Sunroom!

Welcome to your summer getaway in the picturesque city of Monument. Minutes from the Air Force Academy and Colorado Springs, this spacious home is an ideal retreat for those seeking a blend of relaxation and adventure. Enjoy time together in the beautiful sunroom, soaking in the heated pool (May - Oct), playing table tennis, or watching a movie together. Boasting 6 bedrooms, 3.5 baths, full kitchen, and fun neighborhood parks, this home has everything you need for your family's next adventure.

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Come enjoy this peaceful forest retreat in an upgraded home with spacious kitchen & living areas with great views. Close to amazing hike/bike trails, and central to both Colorado Springs & Denver excursions. The 2 floors include 3 bedrooms, and a spacious main level with fireplace and grand piano. Don't miss the stunning sunsets on the deck, patio swings, and in the hot tub/swim spa combo, while taking in the 2.5 acres of Colorado trees and visits from wildlife. This is paradise of all seasons!

Rustic Historic Colorado Mountain Cabin Pikes Peak

This historic rustic log cabin built in 1953 has been updated. It sits near the foot of Pikes Peak and Pike National Forest & 17 minutes from Downtown Colo Spgs. The cabin sits at 7800' and is usually cool and comfortable temperature inside, we have added Central Air Conditioning to further enhance your comfort. Denver Airport (DIA) is a 90 minute drive Colorado Springs Airport (COS) is a 32 minute drive. Hiking, Fishing, Kayaking, Garden of the Gods, North Pole Santas Workshop, USAFA,

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

2BD Luxury Condo, Cocktail Lounge, Beautiful Views

Ready to be the host with the most? This sleek 2-bed, 1-bath condo was designed for entertaining. It’s like having your own private cocktail lounge. Imagine the camaraderie, the clinking of glasses, mixing and mingling, guests drifting with elegant ease between the spacious, party-ready terrace and the indoor bar that’s as good as any nightclub’s. Coming to town for a wedding? Reunion? On business? Host a soiree for the wedding party, your college buddies, or your regional management team.

Sunshine Mountain , experience true Colorado!

3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, gas grill/ fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

*King Bed*2CarGarage*Gym*Workspace*EVCharger*

Enjoy a fun and relaxing getaway! This Upscale townhome is centrally located and close to the best of everything Colorado Springs has to offer. -SmartTVs W/Complimentary Netflix & Disney+ -FastWiFI -FullyStockedKitchen w/Coffee -Washer&Dryer -2CarGarage LOCATION 10min or less to:Airport, OlympicMuseum, Downtown, BroadmoorHotel 15min or less to:Cheyenne Mtn Zoo, Garden of the Gods Park, Cheyenne Canyon, ManitouIncline COMMUNITY AMENITIES -Pool/HotTub (Seasonal) -Gym

Modern with Breathtaking Views

This isn’t just a rental—it’s our family’s second home. We've made memories here watching sunsets from the 72-foot balcony and gathering around the table after days of exploring. The floor-to-ceiling windows frame views of Pike’s Peak you’ll never forget. We hope you feel the same peace and joy here that we do—and make your own unforgettable memories in this special place. MBR - King 2nd BR - Queen Couch - Queen Air Mattress & Pack & Plays in Condo.

King's Oasis

Family-friendly home just outside Colorado Springs city limits—only minutes from the airport! Located in a peaceful neighborhood, this cozy retreat features a private pool perfect for kids and a relaxing space for adults. With comfortable living areas, a fully equipped kitchen, and easy access to local parks and attractions, it’s the perfect spot for a relaxing getaway without the city noise. Your peaceful Colorado escape starts here!