Holiday rentals with a pool in Royal Oak

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!

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

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.

-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

♥️ of 👑 🌳 Entire 2BR House!

Professionally designed and updated entire 2 bedroom house! Unbeatable location on a quiet street. Relax in the garden, then a 2 minute walk to all the best restaurants and night life! Entire property! Included with your stay: ✅️New Xtra Deep Hot tub! ✅️entire 2 bedroom house ✅️Free wifi ✅️Self check in ✅️sleeper sofa in livingroom ✅️choose 2 twins on 1 king bed in 2nd bedroom ✅️Free off street parking ✅️Stainless steel kitchen, with oven and gas cooktop ✅️Dining table for 8

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 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.

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.

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!