Holiday rentals with a pool in Colorado Springs

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-23-0855 per Ordinance 7.5.1706 Rules and Regulations

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 5 bedrooms, 3.5 baths, full kitchen, and fun neighborhood parks, this home has everything you need for your family's next adventure.

Settlers Pass apartment to experience Colorado

This is a basement apartment. It does require stairs and does not have a handicap access. Close to Colorado Springs airport. Minutes from Fort Carson. Close to all tourist attractions of Colorado Springs area. Half acre of land. On site home gym in the barn. Patio with 2-person hot tub, swings, fire pit, barbecue grill, smoker. Kitchenette/ full bath. Kayaks for rent. Futon can be used in the living room area for two people sleeping. DVD players and antenna TV. Small pool for summer cool down.

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.

CASCADE RETREAT AT THE BASE OF PIKES PEAK MTN VIEW

This beautiful Cascade-Chipita Park cabin is tucked away in the mountains at the base of Pikes Peak: stunning mountain views, Fountain Creek, and a trail to the lake nearby. Enjoy the night sky on the spacious deck, relax before the fireplace, or kick back and watch a movie in the cozy living room. There is a small gas firepit on the other deck—a quick 15-minute drive to downtown Colorado Springs & under 10 minutes to historic Manitou Springs.

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!

Cheerful home w/pool & hot tub in quiet area

Relax with the whole family at this peaceful place to stay. We have everything needed to be your home away from home while you visit Colorado. Unwind in the hot tub (open year-round) and stay warm and toasty with the wood burning stove. Seasonal solar heated outdoor pool-safety fence for the little kiddos-available upon request. Home is within 5 minutes of I-25, one mile from Pulpit Rock Park and Cottonwood Creek Trail. STR-