South Florida's Premier Seasonal Rental Specialists

South Florida
Seasonal Rentals

Three Exceptional Markets. One Expert Agency.

Discover hand-selected seasonal rental properties across Highland Beach, Boca Raton, and Delray Beach — South Florida's most coveted coastal communities. Whether you seek the private oceanfront serenity of Highland Beach, the sophisticated lifestyle of Boca Raton, or the vibrant village charm of Delray Beach, The Seasonal King connects discerning guests with the perfect seasonal home.

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Hand-Selected Properties

Every rental personally vetted for quality, location, and condition

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Three Prime Markets

Highland Beach · Boca Raton · Delray Beach — exclusively

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Off-Market Access

Exclusive listings unavailable on any public platform

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White-Glove Service

Personal guidance from first inquiry through your entire stay

10+

Local Experts

A decade placing guests in South Florida's finest coastal communities

Where Would You Like to Stay?

Three Exceptional Seasonal Rental Markets

Highland Beach

Exclusive · Oceanfront · Private

South Florida's most exclusive seasonal rental market. A private three-mile barrier island between Boca Raton and Delray Beach, Highland Beach delivers direct oceanfront and Intracoastal living with unmatched privacy. Virtually every building sits steps from uncrowded white-sand beaches with zero commercial development.

Peak Season: $5,000 – $20,000+ / month
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Boca Raton

Sophisticated · Vibrant · Prestigious

From luxury high-rises along A1A to elegant Intracoastal estates, Boca Raton seasonal rentals place guests minutes from Mizner Park, world-class dining, pristine Atlantic beaches, and the area's most sophisticated amenities. South Florida's largest and most diverse seasonal rental inventory.

Peak Season: $4,500 – $18,000+ / month
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Delray Beach

Charming · Walkable · Vibrant

The Village by the Sea. Delray Beach seasonal rentals offer a rare combination of coastal charm and a walkable, vibrant social scene. Stroll Atlantic Avenue's acclaimed restaurants and boutiques, enjoy the boardwalk, or relax at one of South Florida's most beloved beaches.

Peak Season: $4,000 – $12,000+ / month
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The Seasonal King Difference

Why South Florida Seasonal Renters Choose Us

1

Curated Portfolio — Not Mass Listings

We hand-select every property in our inventory. No aggregator feeds, no unvetted listings. Every seasonal rental we represent has been personally reviewed for quality, location, and value.

2

Off-Market Access

Many of our finest seasonal rental properties never appear on public platforms. Our exclusive relationships with building owners and HOA boards give clients first access to properties others cannot find.

3

Dedicated Personal Service

From your first inquiry through move-in day and your entire stay, you work directly with a local expert — not a call center. One point of contact. Always available.

4

10+ Years. 500+ Successful Placements.

We know these buildings intimately — which units catch the morning light, which floors deliver unobstructed ocean views, which communities fit your lifestyle. That local knowledge is irreplaceable.

The Seasonal King South Florida seasonal rental specialists
500+
Placements
Plan Your Season

South Florida Seasonal Rental Pricing Guide

Typical peak season pricing (November – April) by market. Off-season rates are generally 20–35% lower. Many properties exceed these ranges depending on floor, view, and building. Contact us for current availability and accurate pricing on specific properties.

Highland Beach

Exclusive Oceanfront Market
$5,000 – $20,000+
per month, peak season
  • Directly on the Atlantic Ocean
  • Private 3-mile barrier island
  • Zero commercial development
  • 46 condominium communities
  • Steps from uncrowded beaches

Boca Raton

Sophisticated Coastal Living
$4,500 – $18,000+
per month, peak season
  • Largest seasonal inventory
  • Oceanfront & Intracoastal options
  • Mizner Park & fine dining nearby
  • Golf community properties available
  • Full-service luxury buildings

Delray Beach

The Village by the Sea
$4,000 – $12,000+
per month, peak season
  • Walkable to Atlantic Avenue
  • Oceanfront & Intracoastal options
  • Vibrant dining & arts scene
  • Active coastal lifestyle
  • Charming neighborhood atmosphere

Pricing varies by specific property, floor, building, and lease term. Many exceptional properties exceed these ranges. Contact us for current availability and accurate quotes.

Popular Amenities Across Our Seasonal Rental Portfolio

Ocean View
Beach Access
Pool & Spa
Fitness Center
Covered Parking
Pet Friendly
High-Speed WiFi
Concierge
Everything You Need to Know

South Florida Seasonal Rentals — FAQ

Planning a South Florida season raises important questions. We've spent over a decade answering them. If you don't see what you need below, we're always a call or email away.

Peak season runs November through April, with December through March commanding the highest demand and pricing. Properties in Highland Beach, Boca Raton, and Delray Beach book 6 to 12 months in advance for peak months. Off-season rentals from May through October are typically available at 20 to 35 percent lower rates.

We recommend contacting us 6 to 12 months before your intended arrival, especially for oceanfront properties in Highland Beach. The best inventory — particularly off-market units — is committed well before the season opens. Early contact gives you access to properties that never reach public listing sites.

Most seasonal rentals come fully furnished with linens, kitchen essentials, and access to building amenities including pools, fitness centers, and concierge services. Utilities, HOA access, and parking are typically included. We review every lease so you know exactly what is covered before you sign.

Pricing varies by market, property type, floor, and season. In Highland Beach, oceanfront condos typically range from $5,000 to $20,000+ per month during peak season. Boca Raton seasonal rentals range from $4,500 to $18,000+ per month. Delray Beach ranges from $4,000 to $12,000+ per month. Contact us for current availability and accurate pricing.

Minimum stay requirements depend on the individual building's HOA rules. Most buildings require 30, 60, or 90 days minimum. Some communities allow 30-day minimums while others require a full season commitment. We clarify all building requirements and lease terms before you commit.

Yes. The Seasonal King specializes in oceanfront and direct Intracoastal properties throughout Highland Beach and Boca Raton. Many of our listings offer direct ocean views, private beach access, and resort-style amenities. Demand for true oceanfront units is extremely high — early booking is strongly advised.

Highland Beach is an ultra-exclusive private enclave known for direct oceanfront and Intracoastal living with zero commercial development — ideal for guests seeking absolute privacy and serenity. Boca Raton offers sophisticated amenities, world-class dining, and luxury shopping alongside a deep rental inventory. Delray Beach combines a vibrant walkable Atlantic Avenue with a charming coastal village atmosphere.

Yes. The Seasonal King operates under B Realtors, a licensed Florida real estate corporation (License No. CQ1052498) regulated by the Florida Department of Business and Professional Regulation. All seasonal rental transactions are managed by licensed Florida real estate professionals in full compliance with Florida state law.

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Explore by Destination

Browse Seasonal Rentals by Market

Each of our three markets has its own character. Browse by destination to find the seasonal rental community that matches your lifestyle and preferences.

→ Highland Beach Seasonal Rentals → Boca Raton Seasonal Rentals → Delray Beach Seasonal Rentals

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I Want to Lease a Home

Find your perfect South Florida seasonal rental — we’ll match you to the ideal property