
Holiday rentals with a pool in Pueblo
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Top-rated rentals with a pool in Pueblo
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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

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.

Cadillac Cottage
Experience the magic of the 1960s at the Starlite Vintage Resort. Our charming Cabin blends nostalgic charm with cozy comfort, offering a unique stay near the Royal Gorge. Inside, you’ll find vintage-inspired decor paired with essential modern touches. The cabin includes a mini fridge and microwave for light meal prep, with nearby access to recently upgraded and renovated shared bathrooms and showers. Sleeping arrangements are simple yet cozy, with a plush queen bed and a bunk bed.

Peakview @ Royal Gorge
The Peakview Cabin faces West, providing mountain backdrops and scenes of native pinyon pines and juniper for you to enjoy. Relax in the evening by the propane fire pit at your personal outdoor area in Adirondack chairs. The A-frame cabin features a cozy living area, a kitchenette, one bedroom, and private bathroom and shower. With one queen bed in the bedroom and a queen sized pull out sofa in the living room, we recommend the Peakview cabin for a maximum of 2 adults and 2 kids.

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.

Mountain Views From L-Shaped Terrace
The most spectacular views in Colorado Springs! Chic 2-bedroom, 2-bath condo in the retro, landmark Satellite Hotel building offers sweeping views of the city and the Rockies from every room! Corner unit is hugged by an L-shaped terrace, accessible from both bedrooms and the living area, offering outdoor space for cocktails, & conversation. Supermarkets & casual dining within a 5-minute drive. 2 minutes to public golf. 12 minutes to hip Downtown. See the Springs in style!

*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!
Popular amenities for Pueblo rentals with a pool
House rentals with a pool

Penrose Hideaway Ranch

Luxury Home★Pikes Peak Views★Hot Tub ★1 mile AFA

PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls

Luxury Escape with Million $View

*Broadmoor Serenity Sleeps 8

Jacks Fork House

Royal Gorge Getaway | Sleeps 10, Heated Pool & Spa

Spacious, Mountain Views, Heated Pool, & Sunroom!
Apartment rentals with a pool

3 Bedroom Condo With outdoor pool

Spotless Condo with King Bed!

Modern with Breathtaking Views

2BD Luxury Condo, Cocktail Lounge, Beautiful Views
Other holiday rentals with a pool

A-frame Glamping @ Royal Gorge

Flower Power

A-frame Glamping Pod @ Royal Gorge

The Overlook @ Royal Gorge

Baywatch Cottage

Bubble Gum Cottage

The Overlook @ Royal Gorge

The Overlook @ Royal Gorge
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- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cave of the Winds Mountain Park
- Lathrop State Park
- Cheyenne Mountain State Park
- Patty Jewett Golf Course
- Helen Hunt Falls
- The Rides at City Park
- Walking Stick Golf Course
- Colorado Springs Pioneers Museum
- The Broadmoor Golf Club
- Elmwood Golf Course
- The Winery At Holy Cross Abbey
- Red Rock Canyon Open Space