Vacation rentals with a pool in Royal Oak

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

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

Cheerful 3-Bedroom 2-Bathroom Home With Pool

Newly remodeled interior. Located in a quiet neighborhood, this house will provide you with the comforts of home for any vacation! Equipped with updated appliances, cozy furnishings, and relaxing amenities. Looking at outdoor entertaining? We have a pool, fenced backyard, grill, and patio furnishings. Just a short 5 minute drive from parks, grocery stores, restaurants, and two major road systems, there is no better place to stay in Waterford! Pool closes September 30th and reopens June 3rd

Now Open 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.

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.

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.

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!

*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

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.

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.

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!

The Staycation

Experience luxury & comfort at The Staycation, just 13 miles from downtown Detroit. This 3,900 sqft retreat features 3 bedrooms, 2 full bathrooms, a full indoor heated pool from 3ft -9ft, a hot tub with a waterfall, and entertainment amenities like a 150-inch projector screen and a 70-inch TV in the pool room. 4 additional screens around the house. This unique and family-friendly property is perfect for creating memories at The Staycation