Vacation rentals with a pool in Midland

5 out of 5 average rating, 14 reviews

A two-story guest house is visible, featuring large windows and a covered porch area. The outdoor pool is bright and inviting, with a floating yellow duck nearby. Surrounding greenery adds privacy, while a clear blue sky completes the serene environment.

Guesthouse in Midland

Southern Charmhouse

wow, it is hard to find a place to take date night getaway or a great place to stay while your on business. Look no further our little house is incredible. I work out of town a lot and would love a place like this to stay at. Answer emails and have enough room to spread out and enjoy time with my lady after work. Or even just to vacation at. Clean great internet and close to downtown very unique. All carpet is new. We will add more unique things and suggestions will be looked into. No smoking

A spacious backyard features a swimming pool surrounded by a well-maintained lawn. Comfortable seating is provided by two cushioned lounge chairs nearby. The house is visible, showcasing brick walls and a covered outdoor area for relaxation.

4.89 out of 5 average rating, 91 reviews

House in Midland with swimming pool

POOL WILL BE CLOSED FROM DECEMBER TO END OF MARCH FOR WINTER!!! Enjoy the 3 bedrooms and 2 bathroom with a swimming pool and stylish arranged backyard. Outdoor heater during winter and air cooler during summer. *3 Comfortable bedrooms *Well equipped living room with Sonos premium soundbar and Subwoofer. * Swimming pool (Not heated) *Fully equipped kitchen *Spacious backyard *Pool board *High Speed WiFi *Smart TV *Complementary Parking (Not in the garage) *Treadmill for workout and so on

A serene outdoor space features a shimmering swimming pool, surrounded by a spacious patio area. Several outdoor seating options, including a table with an umbrella and chairs, are visible. The area is enclosed by fencing, offering privacy in a tranquil environment.

5 out of 5 average rating, 8 reviews

Hacienda Hideaway - With Pool!

Hacienda Hideaway , Your Private Spanish-Style Retreat! Spacious 3-beds, 2-baths getaway featuring a swimming pool & outdoor dining area. This home offers fun for everyone with a foosball table, board games, & smart TVs equipped with streaming services like Hulu, Netflix etc. Enjoy cooking in the fully stocked kitchen with both Keurig & drip coffee pot, cozy up on the oversized sectional for the perfect movie night in. Experience comfort, charm, and convenience all in one serene setting!

5 out of 5 average rating, 31 reviews

Apartment in Midland

DD’s Loft

Come on in & enjoy your very own private space to call home! Beautiful updates everywhere! Amazing floors, gorgeous kitchen with granite & new stainless steel appliances, newly tiled tub & shower & flooring! Stackable washer/dryer for your convenience. Wonderful outside patio with lights sparkling in the evening to delight in a glass of wine & the West Texas Sunsets! Access to a beautiful pool!! The Condo is in the heart of shopping, restaurants & all the fun things to do while visiting!

4.89 out of 5 average rating, 28 reviews

A comfortable living room is presented with a brown leather sofa and a green accent chair, positioned around a wooden coffee table. A patterned area rug lies beneath. Natural light enters through a window dressed with blinds, illuminating the room's neutral walls and dark wood flooring.

Condo in Midland

Entire Condo in Midland - Cozy & Great Location

Make yourself at home in this comfortable 1-bedroom, 1-bath condo. Just minutes from Loop 250, you'll have quick access to top restaurants, shopping centers, and downtown Midland. Enjoy a fully equipped kitchen, free in-unit washer and dryer, cozy living space, smart TV, fast Wi-Fi, and a memory foam queen bed. Perfect for business travelers or couples looking for a convenient and quiet stay. Please note: The unit is located on the second floor and requires one flight of stairs to access.

4.97 out of 5 average rating, 30 reviews

A modern kitchen features a sleek countertop with round placemats in natural tones. Four blue bar stools are positioned along the counter, complementing stylish pendant lighting overhead. The space is designed with a clean and functional layout, promoting a welcoming environment for dining.

Place to stay in Midland

Modern Luxe 1BR | Pool • Gym • Hot Tub

Welcome to your luxury getaway in Midland! This 1BR offers comfort, style, and resort perks. Relax in a cozy living room with smart TV, sectional, and workspace. The kitchen is fully equipped with modern appliances, coffee maker, and waffle maker. Enjoy a private balcony with courtyard views or use the pool, hot tub, gym, firepit, putting green, and grills. Perfect for business stays, couples, or small groups—with free parking. Stay stress-free and comfortable for one night or a month.

5 out of 5 average rating, 30 reviews

A modern kitchen and living area are showcased, featuring sleek gray cabinets and stainless steel appliances. A spacious island with bar stools invites casual dining. A large television is mounted on the wall, and a cozy seating area is set beside a decorative plant, creating an inviting atmosphere.

Apartment in Midland

The Urban Oasis

*****WERE EXCITED TO ANNOUNCE THAT WE HAVE MOVED LOCATIONS***** Pictures and an update in location are being made available for the public promptly. Thank you so much for your continued support! Discover a refreshing escape in the heart of the city with this centrally located urban oasis. Just minutes from downtown, and a short stroll to vibrant restaurants, cozy coffee shops, and all the conveniences of urban living. Experience the perfect blend of relaxation and accessibility.

4.98 out of 5 average rating, 106 reviews

The image showcases a collage featuring a stylish bedroom with luxurious bedding, a well-equipped kitchen with stainless steel appliances, a vibrant living area with comfortable seating, and a clean bathroom with a walk-in shower and modern fixtures.

Guesthouse in Midland

Pool+ Hot tub + Gym, Luxe Casita, Dog Friendly

Executive Luxe Casita, Pool/ Hot Tub, Gym options. High-end appointments, Million Dollar Neighborhood. North Midland Location: Easy access to Loop 250, SUMMIT CENTER, shopping & tons of dining options. Walk-in shower, Euro Shower Door (ADA compliant). Pillow top Mattress w/ cover, Ralph Lauren Pillows, high-speed Wifi, Smart TVs, En-suite washer/ dryer, Full Toiletries, Keurig & K Cups, Snacks, R.O. Water, Fully Stocked FULL Sized Kitchen, dishwasher. Parties are not allowed.

An outdoor area showcases a private swimming pool, surrounded by a paved deck. Lounge chairs are arranged near the water, and a large umbrella provides shade. Picnic tables are available for dining, with a fence offering privacy. A shed and trees are visible in the background.

4.91 out of 5 average rating, 23 reviews

#3 | 4BR 2BA | Heated Pool | Smart TVs | 1G Wi-Fi

Welcome to our spacious 4-BR, 2-BA home in Midland! Enjoy an 85” Smart TV in the living room and 50” TVs in each bedroom. With 8 queen beds and 2 queen sofa beds, there’s room for everyone. The kitchen, washer/dryer, and both charcoal and gas grills add convenience. Pool is maintained at 80°F from Mar 1–Nov 30. Higher-temp heating available on request at $4 per °F/day (e.g., 84°F = $16/day; 24–48 hr notice). Dec 1–Feb 28: heating only by request—message to calculate cost.

A private outdoor space features a serene pool surrounded by a spacious patio. Comfortable seating areas with wood-framed chairs are positioned under a large tree, providing shade. The nearby home has large archway windows, allowing for views of the tranquil setting.

4.98 out of 5 average rating, 49 reviews

Twin Oaks Oasis

Welcome to Twin Oaks Oasis, Managed by Tyler Jones. This exceptional short-term rental property located in a serene neighborhood offers a tranquil escape from the hustle and bustle. Immerse yourself in the stunning surrounding, enjoy modern amenities, and experience true comfort. With its convenient location, Twin Oaks Oasis is the perfect base to explore nearby attractions and discover hidden gems. Book now and create unforgettable memories at Twin Oaks Oasis!

4.97 out of 5 average rating, 31 reviews

A contemporary living area features a light-colored sofa, accent pillows, and a cozy armchair. A wooden coffee table with decorative elements sits in front of the sofa. Natural light fills the space, highlighting the laminate flooring and adjacent dining area with a high table and chairs.

Condo in Midland

JaDon's Bungalow (unit 242)

Come experience this stylish 2nd floor condo that’s been beautifully updated. Within walking distance to a major grocery store and plenty of shopping, your stay is sure to be enjoyable. With wonderful restaurants nearby, you can have a lovely night out. This charming and stylish condo boasts updates that include granite countertops, modern bathroom renovation, outdoor seating, RO water dispenser, fully stocked kitchen supplies & hotel bedding & bath towels.