
Luxury rentals in Monroe County
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Top-rated luxury holiday rentals in Monroe County
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Oceanfront Mangrove Manor at SeaGlass Cove FL Keys
Mangrove Manor at SeaGlass Cove is a luxury oceanfront retreat in Marathon, Florida. This modern five-bedroom home features panoramic Atlantic views, refined coastal interiors, and seamless indoor-outdoor living. Sleeps twelve with a chef’s kitchen, ocean-view terrace, and access to resort-style amenities including a pool and pickleball courts. Located near marinas, dining, boating, fishing, and snorkeling, with concierge services for charters and private chefs. Perfect for relaxed Keys escapes.

Dolce Vita Estate • Luxury Private Villa • Events
⚜️Welcome to Dolce Vita Estate, a private 5-acre retreat where laid-back luxury meets effortless charm. The space includes a heated pool, 5 beautifully designed bedrooms, a chef’s kitchen, and 3 gardens for reflection, celebration and meditation with serene views in every direction. This is where time slows down. Ideal for intimate escapes or special moments worth celebrating. Step away from the noise and gather with loved ones. Not just a place to stay but a place to experience the Dolce Vita

Elite Waterfront Penthouse in the Heart of Miami
Experience luxury living in this stunning Miami downtown PH with breathtaking water views. This fully furnished 4,000 sq. ft. Duplex features 4 spacious bedrooms, 5 elegant bathrooms, and designer interiors. Enjoy a private movie theater and expansive terraces perfect for relaxing or entertaining. Located in one of Miami’s premier buildings, guests have access to resort-style amenities including multiple pools, full-service spa, sky deck observatory, golf simulator, tennis courts, and more.

Luxury Penthouse in Brickell • 6 Bedrooms
Experience Penthouse luxury like never before. Featuring 5 ensuite bedrooms spanning over 7000 sq ft across two levels. Immerse yourself in unparalleled design with soaring 20-foot ceilings; adorned with opulent accents including Spanish white marble and meticulously crafted onyx walls. This penthouse is a true masterpiece, showcasing custom design and finished throughout. Admire unobstructed breathtaking views from the top of the Miami skyline, leaving you awe-inspired and speechless.

Peninsula Villa | Boat Dock | Heated Pool | Sunset
This grand peninsula retreat, embraced by the Ocean and lush mangroves offering utmost privacy, has been designed for ultimate vacationing. Nestled along the tranquil shores of Florida Bay, its array of indoor & outdoor living and lounge areas, heated pool with a tiki bar, expansive sandy playgrounds, dock with ocean-access canal, gazebo boasting sunset views make this magical oasis ideal for serene escapes or vibrant family gatherings. Enhanced cleaning practices implemented.

2-Story 3BD Brickell Penthouse | Heated Pool | Gym
This incredible penthouse offers the premium amenities and service of a luxury hotel, combined with the space and value of a vacation rental. Enjoy sweeping views of Brickell and Biscayne Bay from the top 2 floors of the building. The first floor has floor-to-ceiling windows, flooding the space with natural light, along with a balcony and the 1st bedroom. The second floor has 2 bedrooms as well as a dedicated work space. The property is located in the heart of Brickell.

The Oasis Villa | Pool, Hot Tub & Entertainment
Welcome to Villa Oasis — a private retreat designed for relaxation, connection, and effortless enjoyment. This spacious villa offers the perfect balance between comfort and entertainment, featuring a heated pool, hot tub, game room, and a fully equipped outdoor kitchen with dining area, making it ideal for families, groups, and weekend getaways. Step inside and you’ll find bright, open living spaces with comfortable furnishings and a layout designed for gathering.

Maya's Secret Treasure at Duval - Unique Condo
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** Walking along Duval Street dreaming of the ideal Key West vacation destination, scanning the rooftops for possibilities, at first you’ll miss this hidden gem completely…but once you discover MAYA’S SECRET TREASURE, you will know you have found the ultimate home base to enjoy Key West.

Miami Jungle Retreat | Luxury Wellness Oasis
Welcome to Jungle Book House, a one-of-a-kind luxury wellness retreat just 5 minutes from Downtown Miami. Surrounded by lush gardens, century-old trees, and modern tropical design, this home is made for relaxation and reconnection. Enjoy a steam shower, open living spaces, and a stone Caribbean bench under the stars. Whether for a mindful getaway, romantic escape, or stylish city stay, Jungle Book offers serenity steps from Miami’s vibrant heart.

Wonderlake 7BR Resort – Luxury Stay | Pool_BBQ
Escape to our newly renovated luxury retreat, boasting 7 bedrooms and 7 bathrooms, ideal for large groups and special occasions. Dive into endless entertainment with a heated pool, oversized chess board, fire pit, basketball half-court, tennis court, mini-golf, playground, ping pong, hammocks, sand volleyball beach, kayaks, lake view and mini soccer field! Whether relaxation or excitement calls, our retreat exceeds expectations at every turn.

47th-Floor High-Rise w/ Sunset & Skyline Views
Stunning 47th-floor condo with panoramic Miami skyline & ocean views from a private balcony. Sleeps 6. Modern design, fully equipped kitchen, and access to resort-style amenities including multiple pools, a fitness center, and sauna. Experience luxury high above the city. The condo features smart TV, high-speed Wi-Fi, central A/C, and in-unit washer/dryer. Sleeps up to 6 with a king, queen, and sofa bed. Crib available upon request.

Evershore Estate at Lunara Bay | Wellness Home
Evershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience.
Popular amenities for Monroe County luxury holiday rentals
Other great luxury holiday rentals in Monroe County

Spindrift House at Lunara Bay

Crestwood House at Lunara Bay

The Shellstone House at Solaire Lunara Bay

The Sunray Home at Lunara Bay

Catchlight House at Lunara Bay

Palmgale Estate at Lunara Bay

The Seagate Estate at Lunara Bay

The Windrose Estate at Lunara Bay
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- Luxury rentals Florida
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Homestead-Miami Speedway
- Calusa Campground
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- Theater of the Sea
- Bahia Honda State Park
- Ernest F. Coe Visitor Center
- Monkey Jungle
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Conch Key
- Key Largo Kampground And Marina
- Dolphin Research Center
- Founder's Park
- Harry Harris Beach and Park
- History Of Diving Museum
- Homestead Bayfront Park
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