Holiday rentals with a pool in Downtown Detroit

4.92 out of 5 average rating, 119 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in LaSalle

The Ambassador Estate Inn

Welcome home to all our previous guests and greetings to all our new friends across the globe. A luxurious 7 bedroom estate property located on Windsor’s finest golf course and just minutes from both the Ambassador Bridge and the brand new Gordie Howe Bridge International Bridge. With all the amenities of a 5 star resort, yet the privacy and serenity of a large country estate, you need look no further than the Ambassador Estate Inn to make your vacation or business travel a memorable experience!

4.91 out of 5 average rating, 53 reviews

The outdoor area features a spacious salt-water pool surrounded by a stone patio. Two hanging egg chairs and lounge chairs are positioned near the water, with a large umbrella providing shade. Lush greenery and flowering plants border the pool, enhancing the serene environment.

Home in Royal Oak

*Luxury Home* w/POOL&JACUZZi, 10 Beds, 7 baths.

Welcome to your own personal hotel, equipped with 7 bedrooms (2 master), 7 baths (2 half), 10 beds (1 King, 5 Queens, 3 full, 1 twin), 7 person jacuzzi, 3 person jetted tub, 1 claw tub, fireplace, 4 @ 65" samsung TV's, full office desk with monitor, fully remodeled kitchen and sunroom, 20' x 40' SALT WATER pool with luxury patio furniture including 2 barcaloungers and 2 hanging egg chairs, 2 car garage, 8 person formal dinning table/room, 2 laundry rooms, and 5 min from downtwn RO. NEW PERGOLA!

4.88 out of 5 average rating, 239 reviews

A private rooftop terrace features a hot tub surrounded by scenic views of autumn foliage and nearby homes. A cushioned lounge area with red and black accents provides a comfortable spot to relax. The entrance to the suite is visible in the background.

Apartment in Royal Oak

*Zen* Entire King suite w rooftop spa, @MicroLux

MicroLux micro hotel Center of it all Walk to downtown restaurants nightlife all around Walk to a park or 2 or the Detroit zoo! Included with your stay: ✅️Stunning upper terrace with private hot tub ✅️Bathrobe/slippers ✅️Hot massage stones ✅️Tranquility fountain ✅️Heated tile ✅️Full luxury kitchen ✅️King bed with new memory foam mattress ✅️Queen sleeper sofa ✅️Shared patio access ✅️Fireplace ✅️Netflix ✅️Premium water and tea ✅️Mood lighting ✅️Coffee and breakfast ✅️Gym use Experience Zen

4.91 out of 5 average rating, 129 reviews

The exterior of a brick bungalow is visible, framed by a variety of lush greenery and colorful flower beds. A small set of steps leads to the entrance, which is accentuated by a welcoming porch and neatly arranged planters.

Guest suite in Windsor

Beautiful 2 bdrm Entire Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

5 out of 5 average rating, 25 reviews

A private backyard oasis is featured, showcasing a heated seasonal pool surrounded by lounge chairs and vibrant rugs. Bistro lights illuminate the area against a colorful sunset backdrop, creating a tranquil atmosphere for relaxation and outdoor enjoyment.

Home in Clawson

Heated Pool|Firepit|Walk to Parks + Eats

Welcome to your home away from home in Clawson! Perfect for families, couples, small groups, and remote workers, this cozy retreat offers a private backyard oasis with a heated pool (May –Sept), lounge seating, and fenced yard. Inside enjoy a dedicated workspace with desk, monitor, printer, and 1G high-speed internet. Just minutes from Clawson, Royal Oak, Birmingham & Ferndale, with easy access to Detroit’s culture, dining, and sports. It’s the perfect balance of work, play, and comfort.

5 out of 5 average rating, 24 reviews

A dining area is shown, featuring a long wooden table with matching chairs. Bar stools are positioned at a nearby counter, while a neutral rug lies beneath the table. Natural light from the windows enhances the bright and airy atmosphere.

Home in Sterling Heights

-Royce Retreat - Updated

Welcome! This newly updated retreat offers a stylish and comfortable stay with a fully private outdoor area featuring a pool—perfect for relaxing! Whether you’re traveling solo, or with a small group, you’ll love the privacy, charm, and modern touches throughout the space Please note: While we’re thrilled to welcome guests from outside the area, we do not allow local parties or gatherings of any kind. This helps us ensure a safe and relaxing experience for all our guests and neighbors

4.91 out of 5 average rating, 11 reviews

A spacious living area is arranged with a large, neutral-colored sectional sofa. A flat-screen television is mounted on the wall across from the seating. Natural light flows in through large windows, accompanied by two modern lamps placed on side tables.

Apartment in Detroit

Downtown Detroit Penthouse Prime Location

Forget your worries in this spacious and serene space. Come unwind in the center of downtown Detroit with local access to the Detroit People Mover with offers stops at all three downtown sports stadiums without having to pay to park. This is wonderful gated Penthouse where you will enjoy the beautiful view of the Detroit river and the Country of Canada across the river. Two BedRoom , Two Bath with washer and dryer and full kitchen supplies Come enjoy Detroit #LetMeShowYouLife

A modern retreat is highlighted by a sleek, heated pool reflecting the evening sky. Floor-to-ceiling windows provide glimpses of illuminated indoor spaces, while a rooftop terrace is accessible. A landscaped patio is bordered by a wooden fence, offering privacy.

4.76 out of 5 average rating, 37 reviews

Architectural Gem | Direct-Entry Pool

Welcome to Windsor’s hidden gem. This modern 2-bedroom retreat features a sunken living room, soaring patio doors, and a heated pool steps away. The pool is open year-round at 70°F; warmer settings available for an additional cost. The main floor offers an open layout with a sleek kitchen and tree-top terrace. Upstairs, unwind in a spa-inspired bedroom with a soaker tub, rainfall shower, and rooftop retreat. Two private terraces and unforgettable design, complete the experience.

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

4.81 out of 5 average rating, 229 reviews

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

Guest suite in Farmington Hills

An illuminated in-ground swimming pool glows with soft green light, surrounded by a spacious patio. Comfortable seating areas, including a covered pergola with string lights, are visible. Lush trees offer a natural backdrop, enhancing the serene setting.

4.9 out of 5 average rating, 60 reviews

The House of Pair-adise

Catch your wind in this contemporary peaceful, private unit/apartment, stylish space, recently upgraded bathroom and with a very clean beautiful hot tub, an indoor and outdoor fireplace, an in ground swimming pool(May-Sept). It consists of a spacious living area, full kitchen, contemporary bedroom, and a full restroom. It is 4 miles from Downtown Farmington, 7 miles from Birmingham, and 20 miles from Downtown Detroit, easy access to all freeways, secluded neighborhood.

4.93 out of 5 average rating, 444 reviews

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

4.92 out of 5 average rating, 12 reviews

Home in Clinton Township

The STAY Modern l Cozy l Oasis 3 Bd l 2 Ba l 4 TV

Welcome to our 3B | 2B home, designed for ultimate entertainment and relaxation. Perfect destination for a getaway. This home has everything you need for an unforgettable STAY. Features a spacious fenced backyard with a pool and playscape, ideal for both adults and kids. Conveniently located near Interstate-94, 38 mins from DTW Airport & 25 mins from downtown Detroit’s vibrant entertainment scene. Nearby sites, golf courses, parks & splash pads nearby.

Popular amenities for Downtown Detroit rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a two-story brick house is showcased, featuring symmetrical windows and a prominent entrance flanked by greenery. The well-maintained lawn is complemented by decorative shrubs and stones, while a parked car is visible in the driveway leading to a two-car garage.

Home in LaSalle

4.63 out of 5 average rating, 27 reviews

Memories to Remember/free parking/upper unit

Home in Bloomfield Township

A welcoming living space features a comfortable armchair draped with a cozy throw. A stone-framed fireplace serves as a focal point, complemented by a range of framed photographs on the adjacent wall. Natural light filters in, enhancing the room's calming atmosphere.

4.98 out of 5 average rating, 53 reviews

Stunning design in brightly lit and spacious home

4.59 out of 5 average rating, 34 reviews

The exterior of a single-story home is shown, featuring a spacious driveway lined with paving stones. Lush greenery, including a large evergreen tree and manicured shrubs, frames the entrance, which includes a blue door and large front windows under a lightly clouded sky.

Home in Tecumseh

Luxury at its finest (Windsor) Swimming Pool

A serene view of the illuminated pool surrounded by a partially landscaped patio area. Lounge chairs are arranged beside the pool, with soft lighting reflecting off the water. Trees and a fence frame the background, adding privacy to the outdoor space.

4.73 out of 5 average rating, 15 reviews

Luxury Modern smart home for vacation

A spacious living room features a large sectional couch and a coffee table, with a television displaying a beach scene. Bright natural light enters through the window, which is complemented by light curtains. The polished wooden floor adds warmth to the space.

4.98 out of 5 average rating, 46 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Home in Warren

Luxurious modern masterpiece that sleeps 12

4.88 out of 5 average rating, 24 reviews

An aerial view presents a well-maintained raised ranch surrounded by a residential neighborhood. Lush green lawns and various trees create a tranquil setting, while several homes with varied architectural styles can be seen in the background. A driveway leads to the main entrance of the house.

Home in LaSalle

LaSalle Retreat|Full Home2Suites

An aerial view showcases a single-story home with a welcoming front porch. The surrounding green lawn contrasts with the paved driveway. Nearby structures, including a pool and detached buildings, are visible, highlighting the spacious outdoor area. A tree-lined backdrop adds to the serene residential environment.

Home in Troy

Cozy Cottage Castle + pool

Apartment rentals with a pool

4.81 out of 5 average rating, 223 reviews

Apartment in Royal Oak

*Victoriana* - Entire upper King suite@MicroLux

4.82 out of 5 average rating, 144 reviews

Apartment in Royal Oak

*Cook!* Entire 2 King BR suite at MicroLux

A comfortable living space features a gray sofa adorned with decorative pillows. A wooden coffee table rests on a patterned rug, and a small lamp provides soft lighting. Wall decor adds character, while a closet and hooks for belongings are visible in the background.

Apartment in Allen Park

4.79 out of 5 average rating, 57 reviews

Cozy Condo fully furnished!

Apartment in Southfield

5 out of 5 average rating, 3 reviews

The Hideaway

The image captures a serene view of a river at dusk, with city lights reflecting on the water's surface. Silhouettes of buildings can be seen along the waterfront, while the distant skyline features illuminated towers in red and green, contrasting against the twilight sky.

Apartment in Detroit

5 out of 5 average rating, 3 reviews

Lovely one bedroom condo with International Views

Apartment in Bloomfield Hills

5 out of 5 average rating, 16 reviews

Renovated condo in Bloomfield hills

Other holiday rentals with a pool

A cozy bedroom features a spacious bed with a light-colored blanket. A nightstand stands beside the bed, with a lamp casting soft light. Light-filtering curtains frame a window with blinds, and a decorative basket adds interest to the carpeted floor.

Home in Detroit

Paradise near the water

4.8 out of 5 average rating, 190 reviews

Flat in Royal Oak

*the Michigander* Entire Queen BR suite!@MicroLux

A charming single-story brick home is surrounded by a well-manicured lawn. The front garden features shrubs and a small ornamental tree. A paved walkway leads to a covered porch, which is adorned with decorative elements and welcomes guests.

Home in Redford Charter Township

Winston Airbnb

Flat in Southfield

A Chill Home in Southfield

A simple bedroom is presented with a white bed frame featuring a spacious mattress. A nearby nightstand and a desk with a chair are visible. Soft carpeting covers the floor, and a ceiling fan provides light. Dark curtains partially cover a window.

Home in Bloomfield Township

Warm and Comfortable

A cozy living area is presented, featuring a plush gray sofa adorned with a soft, light-colored pillow. A sleek wall-mounted TV is visible above a modern console table, which has a reflective surface, enhancing the space's brightness.

Flat in Southfield

The Honeycomb

A cozy living area is presented with a dark sofa and a light blanket draped over the arm. A low coffee table sits in front, holding various items. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space.

Flat in Farmington Hills

Lovely 1-bed apartment. With great view