Grimaldi & Weiss Management

Luxury Florida Vacation Rentals – Experience Unmatched Comfort, Coastal Elegance, and Exceptional Service in the Sunshine State’s Most Coveted Destinations

Whether it's Sunny South Florida or the serene beauty of North Georgia, we've got the perfect vacation rentals waiting for you. So, where will your next adventure take you?

Boca Raton

Experience refined luxury in Boca Raton.

Boynton Beach

Unwind in beautiful Boynton Beach.

Deerfield Beach

Soak in the sunshine of Deerfield Beach.

Delray Beach

Discover the charm of Delray Beach.

Fort Lauderdale

Feel the energy of Fort Lauderdale.

Lauderdale By The Sea

Step into coastal bliss at Lauderdale By The Sea.

Wilton Manors

Vibrant Wilton Manors welcomes you!

Lake Burton - Clayton GA

Embrace serenity in Clayton at Lake Burton.

Boca Raton

Experience refined luxury in Boca Raton.

Boynton Beach

Unwind in beautiful Boynton Beach.

Deerfield Beach

Soak in the sunshine of Deerfield Beach.

Delray Beach

Discover the charm of Delray Beach.

Fort Lauderdale

Feel the energy of Fort Lauderdale.

Lauderdale By The Sea

Step into coastal bliss at Lauderdale By The Sea.

Wilton Manors

Vibrant Wilton Manors welcomes you!

Lake Burton - Clayton GA

Embrace serenity in Clayton at Lake Burton.

Your Property, Our Commitment

Our goal is simple: to create a seamless, luxurious vacation rental experience for every guest while maximizing the value of your investment as a property owner. Whether you’re staying in one of our South Florida properties or entrusting us to manage your home, you can rest easy knowing that our team is dedicated to providing exceptional service every step of the way.

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VRBO Premier Host
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Trusted by over 50 years of industry expertise
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Luxe Homes

We keep guests at our listings around the clock, 24/7/365. To that end, we pride ourselves on response time and availability to our guests.

Featured Properties

So come kick back, soak up the endless sunshine, and experience the best of Florida living beneath the warm, southern skies.

From oceanfront escapes to tranquil lakeside retreats, Grimaldi & Weiss Management properties offer the perfect blend of comfort, style, and relaxation for your next unforgettable getaway.

Charming Coral Ridge 2BR/2BA Near Beach + Pool

Tranquil Poolside Bliss + Pergola Deck & Turf Yard

Charming 3BR Home, Pool & Hot Tub FTL Gateaway!

Prime Boca Raton: Beach, Pool, & Fun! 3BR/2BA

Family Escape: 2BR Main+1BR Cottage & Heated Pool

3BR Waterfront Villa with Heated Pool and Spa

Boca Raton is renowned for its upscale lifestyle, pristine beaches, and luxury golf courses.

Explore the elegance of this South Florida gem, known for its cultural attractions and world-class dining. Whether you’re looking for a relaxing beachfront escape or an adventure in the vibrant Mizner Park, Boca Raton has it all. Book your luxurious Boca Raton vacation home with Grimaldi & Weiss Management today and experience coastal living at its finest!

Idyllic Boca Pool Home: 4/2.5 + Study-FAU & Mizner

Prime Boca Raton: Beach, Pool, & Fun! 3BR/2BA

Tranquil Oasis: Pool & Fire Pit in Boynton

3 Bedroom Pool Home w/ Modern Interior

The Brophy House - 3br/2ba + New Pool

Deerfield Beach is celebrated for its award-winning "Blue Wave" beach, known for cleanliness and sparkling waters.

This city offers the ultimate coastal escape with a laid-back atmosphere, perfect for a peaceful getaway. Deerfield Beach is also popular for its beachfront dining and the iconic pier. Book your Deerfield Beach rental home now and enjoy beachside bliss with Grimaldi & Weiss Management!

Coastal Condo Retreat: 3BR
2.5BA in Deerfield

Delila's Chic 3br-2ba w/ Heated Pool + Game Room

Casa by The Cove - 3/2 + Office

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Services

Booking Vacation Rentals

Find your perfect vacation home with our seamless booking service. Explore a wide selection of vacation rentals, from beachfront villas to cozy mountain cabins, and book your dream getaway with ease. Our user-friendly platform ensures a hassle-free experience, making your next vacation unforgettable.

Vacation Rental Management

Maximize your rental income with our comprehensive vacation rental management services. From property listing and marketing to guest communication and maintenance, we handle every aspect of managing your vacation rental. Trust our expert team to deliver exceptional results and keep your property in top condition.

Vacation Rental Investment Opportunities

Discover lucrative investment opportunities in the vacation rental market. Whether you're looking to purchase your first property or expand your portfolio, our experts provide valuable insights and guidance to help you make informed decisions. Explore high-return investments in prime vacation destinations.

Over the course of the last decade we have evolved into a full service Vacation Rental Management Company with a passion for providing stress free and memorable stays for our guests. We know that guests are not just picking a place to sleep, but a place that will be a part of an experience. Whether it is a quick weekend getaway or a season long short term rental, we are devoted to making sure your stay exceeds expectations.

Fort Lauderdale, known as the "Venice of America," boasts beautiful canals, upscale shopping, and a lively nightlife scene.

Famous for its miles of beaches and vibrant Las Olas Boulevard, this city is a top tourist destination for water lovers and city explorers alike. Book your Fort Lauderdale vacation home with Grimaldi & Weiss Management and enjoy the perfect mix of city excitement and beach relaxation!

Casa Flamingo - Intracoastal w/ Heated Pool & Dock

Lynora's Luxe Estate - Modern Design & Heated Pool

Jordan was very great with communication from the beginning very respectful and accommodating, the place is easy to find and located right next to the beach and isolated so privacy wasn’t a issue with everything you need would love to stay again in future.
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Carmichael
Lux Villa - 3br/2ba off Las Olas
Great place and location! This space was more than enough size for my girlfriend and I. Located right in the hustle and bustle of Ft. Lauderdale beach, so expect some noise. Bring your own beach gear. Multiple rental bike locations that are walkable right near by to help in exploring the area. Would return!
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Beau
Condo Right off Las Olas
I miss it already lol . It was the perfect getaway it was refreshing vibrant and etc. I would come back anytime .
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Justin
Will's off Wilton Dr - 2BR/1BA + Den + Heated Pool
Jordan was a very accommodating host! The cottage was adorable and my stay most enjoyable! The pool felt and looked amazing at night. Will be back when in the area!
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Nicole
Charming Cottage: 1BR, Pool, Victoria Park
The stay was nice . The host responded right away to any question or concerns. The surrounding neighbors were pretty loud all times of day and night , that was the only flaw
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Tiffeny
Wiley's Paradise - 3BR/2BA + Office & Heated Pool

Testimonials

Why Guests Love Staying With Us

With over 2,300 glowing reviews, it’s no surprise that guests keep coming back to Grimaldi & Weiss properties. Jordan and the team are known for delivering 5-star hospitality, from personalized touches to seamless communication. Guests rave: “Great, great, and friendly host!” and “Perfect place to stay & the location was great too!

Ready to see what everyone’s talking about?

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Jordan Grimaldi

Over the course of the last 4-5 years I went from being a young working professional with a passion for travel and a hobby/pet project of hosting on Airbnb to a full time Vacation Rental Manager with a passion for growing our full service Vacation Rental Management and Investment Company.

What was once just one Fort Lauderdale Condo proof of concept, has turned into 17 doors under management and growing by the day. I’ve spent most of my life in South Florida and I love every minute of it. What’s kept me here is all the beauty and splendor this paradise has to offer and my team is committed to making sure when you leave one of my listings — you walk away with that same sense of fulfillment.

We Offer You The Best Vacation Rentals
and Management You Can Find

Booking Management and Maximization of Revenue

Concierge services and limitless amenities

Surveillance, Noise Detection and Damage Control

Restocking All
Household Itens

Delray Beach, often referred to as "The Village by the Sea," is famous for its lively Atlantic Avenue, offering a mix of art, shopping, dining, and nightlife.

Its beautiful beaches and vibrant community make it a hot spot for vacationers. *Reserve your Delray Beach vacation rental and dive into the vibrant culture and pristine sands of this coastal paradise!

Dina's Delray 3B-2BA-Heated Pool & Modern Interior

Tradewinds: Ultimate Delray Beach Lifestyle 3BR2BA Home + Heated Pool

Hollywood is famous for its 2.5-mile boardwalk, recognized as one of the best beach boardwalks in the country.

With a retro vibe, beachfront dining, and a lively arts scene, Hollywood offers a laid-back, charming vacation experience. Secure your Hollywood rental home today and stroll along the famous Hollywood Beach Boardwalk!

Holly's Hacienda w/ Heated Pool + Patio Area

Wiley's Paradise - 3BR/2BA + Office & Heated Pool

Lauderdale By The Sea is a quaint, charming village by the ocean, known for its snorkeling spots, fishing pier, and relaxed vibe.

A hidden gem in South Florida, it’s the perfect getaway for those seeking a slower pace. Discover the coastal charm of Lauderdale By The Sea—book your rental home now and enjoy a serene beach retreat!

Stylish 2br/3ba w-Heated Pool + Beach Walkable

Trendy 1BR/2BA Heated Pool Short Walk

Beach Duplex - 3br/5ba Manor w/ Heated Pool

Oakland Park is a hidden gem, offering a peaceful retreat just minutes from Fort Lauderdale’s bustling downtown.

Known for its craft breweries and close-knit community, Oakland Park is ideal for those looking for a quiet, yet connected, getaway. Secure your Oakland Park vacation rental now and enjoy a serene escape with easy access to all South Florida has to offer!

Roxana's 3BR/2BA w/ Modern Interior & BBQ Backyard

Wilton Tropical Oasis with Heated Pool & Hot Tub

Lake Burton in Clayton, Georgia, is famous for its stunning lakefront properties and scenic Blue Ridge Mountain views.

Whether you’re kayaking, fishing, or hiking, this peaceful destination offers endless outdoor activities and breathtaking scenery. Book your Lake Burton rental home today with Grimaldi & Weiss Management and immerse yourself in nature’s beauty!

Hannah's Perch on Burton - Top Patio & Bottom Dock

Tibor’s Landing on Lake Burton ~ Dock & Hot Tub

Bill's Bungalow on Lake Burton w/ Top Dock&Hot Tub

Wilton Manors is known for its vibrant, inclusive community and exciting nightlife.

Located just north of Fort Lauderdale, this area has become a hub for arts, culture, and LGBTQ+ pride. Book your Wilton Manors vacation rental and experience the energy of this dynamic city!

Will's off Wilton Dr - 2BR/1BA + Den + Heated Pool

Wilton on the Water -Courtyard & Heated Pool 4/2.5

Boca raton

Luxury living, upscale beaches, golf courses.

Boynton Beach

Coastal beauty, marina life, coral reefs.

Coral Springs

Family-friendly, parks, nature escapes.

Wilton Manors

Vibrant nightlife, inclusive community.

Plantation

Lush parks, family-friendly, golf. Discover Homes

Oakland Park

Quiet retreat, near Fort Lauderdale.

Lauderdale By The Sea

Charming village, snorkeling, fishing. Reserve Your Spot

Hollywood

Retro beach town, famous boardwalk.

Fort Lauderdale

Canals, beaches, nightlife. View Homes

Delray Beach

Vibrant Atlantic Ave, arts, beach life.

Deerfield Beach

Award-winning beach, pier, relaxation.

Lake Burton – Clayton

Lakefront, mountains, outdoor adventure. Explore Rentals

24 Hour Guest Support

We keep guests at our listings around the clock, 24/7/365. To that end, we pride ourselves on response time and availability to our guests.

Booking Management and Maximization of Revenue

Our approach to management is 24/7. We are constantly innovating and remaining humble in our vacation rental management style in order.

Cleaning and Maintenance Services

We are a full service vacation rental management company. Whether we are buying a property together as an investment.

Concierge Services & Limitless Amenities

All of our guests are provided comprehensive Welcome Binders/Guidebooks via dropbox upon their booking confirmation.

List Your Home on Multiple Platforms

A lot of competitors will make it a selling point to tell you that they are going to list your property on over 100 vacation rental platforms like.

Professional Photography

Professionally lit and angled photos are a must to make your listing stand out. We offer complimentary professional photography.

Restocking All Household Inventory

As part of our full service management, we make sure your guests and our staff have all that they need.

Surveillance, Noise Detection and Damage Control

An integral part of vacation rental property management is keeping our owners, neighbors, and community happy.

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