Holiday rentals with a pool in Royal Oak

4.89 out of 5 average rating, 88 reviews

A modern living room features a large sectional couch adorned with yellow and patterned cushions. A circular coffee table occupies the center, complementing the warm tones of the hardwood floor. A fireplace with a white mantel is the focal point, enhanced by ambient lighting and a wall-mounted TV.

Home in Sterling Heights

Modern Metro Detroit Gem~ Pool + Game/Theatre Room

Relax in our perfect renovated 4-bed, 2.5-bath home w/ a total of 6 cozy beds. Fully equipped kitchen, office, finished basement w/ game room, theatre, projector, pool table. Inground heated pool & loungers for summer. Central location near Chrysler plant, GM tech center, Troy Beaumont & Henry Ford Hospital for business travelers. Close proximity to Somerset, Downtown Detroit, Royal Oak, Ferndale, Clawson. Across from Golf Course. Modern retreat for both work & leisure in heart of Metro Detroit!

5 out of 5 average rating, 28 reviews

A spacious living area features large windows allowing natural light and city views. Comfortable seating includes a sectional sofa and accent chairs. A coffee table sits at the center, and a classic arcade game adds a playful touch to the stylish decor.

Loft in Wyandotte

Loft Penthouse, 2 Balcony, Arcade, 2 Bed, Pool,Gym

Welcome to our luxurious 2-bedroom Penthouse loft in the heart of downtown Wyandotte! Some highlights include: -A HUGE, residents-only pool -A well-equipped gym -Enhance your golf skills on the rooftop putting green -Arcade with 14 Games -City views from the private balconies -Sunbathe or relax in rooftop cabanas -Spacious kitchen, ready to tackle any culinary challenge with finesse Immerse yourself in the convenience of being within walking distance from events and a diverse culinary scene.

4.8 out of 5 average rating, 216 reviews

Home in Riverside

Cozy & Spacious Family Home w/Fireplace & Sunroom!

*HEATED POOL IS OPEN APRIL 1 - OCT 31* 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!

4.9 out of 5 average rating, 126 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

4.92 out of 5 average rating, 118 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 Malden

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

4.9 out of 5 average rating, 50 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, 8 beds, and 6 baths.

Welcome to your own personal hotel, equipped with 6 bedrooms (2 master), 6 baths (2 half), 8 beds (1 King, 3 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 downtown RO.

4.79 out of 5 average rating, 176 reviews

Apartment in Royal Oak

*the Michigander* Entire Queen BR suite!@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 ✅️Self check in ✅️free parking ✅️private porch entrance ✅️full high end kitchen ✅️tall ceiling living room ✅️Fireplace ✅️separate bedroom with new queen memory foam firm mattress ✅️free in suite laundry ✅️full granite and tile bathroom. ✅️Access to shared patio hot tub! ✅️Linens, soaps ✅️coffee, tea, breakfast ✅️Netflix

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, 59 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.

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.

4.68 out of 5 average rating, 25 reviews

Architectural Gem | Direct-Entry Pool

Welcome to Windsor’s hidden gem. This modern 2-bedroom retreat stuns with a unique sunken living room, soaring patio doors, and a heated pool just steps away. The main floor features an open-concept layout with a sleek kitchen and access to a tree-top terrace lounge. Upstairs, unwind in a spa-like bedroom with a soaker tub, rainfall shower, and rooftop retreat. With two private terraces and unforgettable design, this is more than a stay—it’s an experience.

4.83 out of 5 average rating, 107 reviews

A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.

Apartment in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit

Stylish hotel-style apartment in the heart of vibrant Midtown Detroit! Walkable to Wayne State University and top hospitals like Henry Ford and DMC, this thoughtful space offers ultimate convenience. Enjoy stunning views of the Detroit skyline, take advantage of the attached bar and restaurant (Common Pub), and visit the pool without ever leaving the building. An absolutely perfect spot to explore or work in Midtown - whatever your visit entails!

4.94 out of 5 average rating, 79 reviews

A stylish living area features a red-orange accent wall, complemented by original hardwood flooring. A mid-century modern sofa is paired with a blue accent chair and a small coffee table. Light filters through window coverings, creating a bright and inviting space.

Home in Ferndale

Eclectic 3 BD/3 BA Home Ferndale *Pool* Spacious

Welcome to this absolutely stunning and charming home located in Ferndale, Michigan! Very centrally located, just a couple blocks away from Woodward Ave and a few minutes away from downtown Ferndale. 4 minutes from The Detroit Zoo 7 minutes from Downtown Royal Oak 20 minutes from Somerset Mall 20 minutes from Downtown Detroit 30 minutes from Detroit Metro Airport This home is perfectly located near many restaurants, stores, and more!

Apartment in Lafayette Park

5 out of 5 average rating, 7 reviews

Downtown Winter Escape w/City Views

Experience timeless style in this mid-century modern 1BR in the heart of downtown. Bright, airy, and tastefully furnished with vintage flair, it features a plush queen bed, full kitchen, spa-like bath, and high-speed Wi-Fi. Steps from dining, shops, and attractions, yet a peaceful retreat to relax after exploring. Enjoy seamless check-ins, laundry located inside the building, and everything you need for a stylish, comfortable stay

Popular amenities for Royal Oak rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 62 reviews

A modern living room features two black leather sofas positioned adjacent to a glass-top coffee table. The space is illuminated by natural light through two windows, accented by light grey walls and a plush area rug underneath.

Home in Detroit

Warm & Cozy for the Holidays. 12 mins to Downtown.

4.92 out of 5 average rating, 12 reviews

An outdoor patio area is featured near a private pool, with a sectional sofa in light blue and black, complemented by decorative pillows. A dining table with metal chairs is positioned nearby, beneath a large umbrella. A playhouse is visible in the background, along with patio loungers.

Home in Clinton Township

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

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, 51 reviews

Stunning design in brightly lit and spacious home

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.

4.59 out of 5 average rating, 34 reviews

Luxury at its finest (Windsor) Swimming Pool

A two-story brick house is framed by lush green landscaping. Large front windows allow natural light to fill the interior. A driveway leads to a two-car garage, while decorative stones and various shrubs add visual interest to the front yard.

5 out of 5 average rating, 3 reviews

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

Top Guest favourite

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.

Home in Riverside

4.98 out of 5 average rating, 40 reviews

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

4.85 out of 5 average rating, 74 reviews

A vibrant outdoor area features a pool surrounded by sun loungers and colorful chairs. String lights adorn the space, enhancing the evening ambiance. A pool table is positioned nearby, offering additional recreational options. The backdrop includes a spacious house with multiple windows reflecting soft twilight.

Home in Remington Park

Staycation Windsor

An indoor swimming pool is set within a bright space featuring a high ceiling. Large windows line the walls, allowing natural light to fill the area. A stone fireplace is positioned at one end, providing a cozy focal point.

4.67 out of 5 average rating, 69 reviews

ultimate getaway

Condo rentals with a pool

4.88 out of 5 average rating, 8 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.

Condo in Detroit

Downtown Water front Penthouse Sport Areas Close

4.84 out of 5 average rating, 202 reviews

Condo in Royal Oak

*Victoriana* - Entire upper King suite@MicroLux

4.82 out of 5 average rating, 132 reviews

Condo in Royal Oak

*Cook!* Entire 2 King BR suite at MicroLux

A stylish living area features a black sofa with colorful cushions, complemented by a round coffee table atop a vibrant area rug. A plush armchair adds additional seating, with soft lighting enhancing the modern decor. Natural light filters through the nearby sliding door.

Condo in Utica

4.5 out of 5 average rating, 16 reviews

Sterling Condo at the Crossroads

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.

Condo in Allen Park

4.77 out of 5 average rating, 52 reviews

Cozy Condo fully furnished!

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.

Condo in Detroit

5 out of 5 average rating, 3 reviews

Lovely one bedroom condo with International Views

4.89 out of 5 average rating, 212 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.

Condo in Royal Oak

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

Other holiday rentals with a pool

Apartment in Taylor

New place to stay

Cozy Apartment near DTW

A modern living area features a gray sofa adorned with soft pink and striped cushions. A unique floor lamp and a decorative coffee table are present. In the background, a dining space is visible, with a round table surrounded by blue chairs and vibrant wall art.

Apartment in Farmington Hills

Modern 2 bd 2 bath w/d in unit, utilities parking

Apartment in Southfield

New place to stay

Off The Grid-

Windsor Gem – 4BHK Home with Pool, Comfort & Style

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.