Holiday rentals with a pool in Royal Oak

Staycation Windsor

A unique STAYCATION offering like no other. Pack up the kids and grandparents and invite your friends and spend time, not money, on a fun and relaxation stress free staycation . Make memories at this unique and family-friendly place. If you get tired of shuffle board, ping pong, pool, darts, corn hole, swimming in the pool, or Ms Pac Man; get the game boards out, play cards or work on your jig saw puzzle. All while listening to Music Videos on 7 Tv/s. Finish the day off in the 7 person hot tub.

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!

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!

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

*Victoriana* - Entire upper King 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 off street parking ✅️Open concept design ✅️King bedroom w new memory foam mattress ✅️Laundry free in suite ✅️Stainless and granite kitchen ✅️Ice maker and water filter ✅️Access to patio with hot tub ✅️Lighted mirror ✅️Heated tile ✅️Netflix ✅️Coffee, tea, breakfast ✅️Mood lighting ✅️Bedding, towels, linens, soap

Seasonal 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.

*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.

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.

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.

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!

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!