View All Delray Beach FL Vacation Rental Homes Listings

$1,898,900
2 Beds 2 Baths B26029411 MLS Tradewinds Estates BLDG.
PET FRIENDLY private gated home with large private fenced yard with room for pool. Located in the highly sought after TradeWinds neighborhood across the street from the multi-million-dollar properties on the direct Intracoastal in the East Delray Beach/Gulf Stream Florida. One level living, addition was built in 2007 with renovated kitchen & family room. Move-in ready, instant Approvals (NO HOA). Off-street parking with room for RV or Boat Parking behind the private gate. Great for buyers seeking a comfortable home or instant vacation rental/Airbnb income - BUILDERS and INVESTORS WELCOME! Located in Unincorporated Palm Beach County, offering builder-friendly codes, county-only taxes, no HOA, and public water/sewer for seamless redevelopment. Some photos were virtually staged. Welcome to one of the best redevelopment opportunities in East Delray Beach.Tradewinds Estates is one of East Delray Beach's most sought-after Intracoastal neighborhoods, where quiet coastal living meets exceptional long-term upside. 3216 Karen Drive offers a rare hybrid opportunity: enjoy the home now, generate rental income immediately, or plan a future luxury dream home. This single-story home has strong short-term rental history located in unincorporated Palm Beach County that offers advantages rarely found this close to the water. No mandatory HOA fees or rules, No rental restrictions (Airbnb/short-term friendly), Builder-friendly county codes (not subject to city restrictions), County-only property taxes and public water & sewer. This property is move-in ready with tile and wood flooring, recent addition built in 2007 added a new kitchen, family room and Florida room along the large fenced backyard with room for a pool, making it ideal as a full-time residence or instant income generator through Airbnb, seasonal rentals, or short-term stays. Located in Unincorporated Palm Beach County, owners benefit from more flexible building codes, county-only taxes, and public water/sewer perfect conditions for future redevelopment. The best long-term use is to build a luxury home that follows the proven success of nearby new builds that have sold. Tradewinds is undergoing a major transformation, with multiple multimillion-dollar homes recently completed or under construction. Plan your new luxury home just minutes to the Intracoastal, Atlantic Ave, and Delray's beaches. This high-demand location is undergoing rapid luxury transformation just minutes to Atlantic Avenue's award-winning dining and entertainment, top beaches, and the best of Delray Beach located is between West Palm Beach & Fort Lauderdale. Whether you are a homeowner seeking coastal living, an investor looking for immediate rental income, or a buyer planning to build a future luxury estate in a proven appreciation corridor, 3216 Karen Drive delivers flexibility, lifestyle, and upside in one of the fastest-evolving coastal neighborhoods in Palm Beach County Florida. Some photos were virtually staged.

3216 Karen Drive, Delray Beach

$1,250,000
4 Beds 3 Baths B26016003 MLS
Welcome to 254 NE 20th Street, a beautifully upgraded residence offering the perfect blend of modern comfort, investment potential, and South Florida charm in one of Delray Beach's most sought-after and rapidly appreciating neighborhoods. Ideally located just minutes from Atlantic Avenue and the area's pristine beaches, this property delivers exceptional lifestyle appeal alongside strong upside for investors. This thoughtfully enhanced home features a bright, open layout designed for effortless living and entertaining. Recent upgrades elevate the interior with updated finishes, modern fixtures, and a refreshed aesthetic that creates a clean, contemporary feel while maintaining warmth and character. The kitchen has been upgraded to provide both style and functionality, offering ample cabinetry, generous workspace, and a seamless flow into the main living areas. The spacious bedrooms provide comfortable, private retreats, while the updated bathrooms reflect modern design and quality improvements. Every detail has been curated to make the home move-in ready while still offering flexibility for further customization or value-add enhancements. Step outside to a private backyard oasis featuring a sparkling pool—an essential South Florida luxury that enhances both lifestyle enjoyment and rental appeal. The outdoor space is ideal for entertaining, relaxing, or maximizing short-term rental potential with a resort-style atmosphere. From an investment perspective, this property presents a compelling opportunity. Located east of I-95 in an area experiencing significant redevelopment and rising property values, it is well-positioned for appreciation. Its proximity to downtown Delray Beach, beaches, dining, and entertainment makes it highly attractive for seasonal rentals, vacation stays, or long-term tenants. Whether utilized as an income-producing property, a vacation home, or a primary residence, the versatility here is a key advantage. Surrounded by new construction and revitalized homes, 254 NE 20th Street sits in the path of growth—making it a strategic acquisition for both homeowners and investors seeking location, upgrades, and future potential. Don't miss the opportunity to secure a furnished, turnkey property with a private pool in one of South Florida's most dynamic markets.

254 NE 20th Street, Delray Beach

$1,400,000
2 Beds 2 Baths R10939127 MLS
Nestled in the highly coveted Palm Trail neighborhood. The property is situated just minutes from Delray Beach's award-winning sand-carpeted beaches, as well as vibrant Atlantic Avenue's boutique shopping dining and nightlife. Savvy investors will find immense potential in this property, ideal for thriving in the lucrative vacation rental and Airbnb markets. It is barely 20± minutes from Boca Raton's private executive airport, and an easy 30± minute commute to Palm Beach International Airport. This property is also a rare opportunity for the discerning builder or end user looking to renovate the existing home or build new. New home could be 3500 - 4000 square feet with a 2 car garage accessible from Fisher Lane at the back of the property. The setbacks for the property are 10 feet from each side, 14 feet from Fisher Lane (Back), and 35 feet from Palm Trail (Front). This leaves (135' - 14' - 35') x (50' - 20') which equals 86' x 30' or 2,580 square feet as the buildable area. The information herein is deemed reliable and subject to errors, omissions or changes without notice. The information has been derived from architectural plans or county records. Buyer should verify all measurements. DISCLAIMER: Information published or otherwise provided by the listing company and its representatives including but not limited to prices, measurements, square footages, lot sizes, calculations, statistics, and videos are deemed reliable but are not guaranteed and are subject to errors, omissions or changes without notice. All such information should be independently verified by any prospective purchaser or seller. Parties should perform their own due diligence to verify such information prior to a sale or listing. Listing company expressly disclaims any warranty or representation regarding such information. Prices published are either list price, sold price, and/or last asking price. The listing company participates in the Multiple Listing Service and IDX. The properties published as listed and sold are not necessarily exclusive to listing company and may be listed or have sold with other members of the Multiple Listing Service. Transactions where listing company represented both buyers and sellers are calculated as two sales. Some affiliations may not be applicable to certain geographic areas. If your property is currently listed with another broker, please disregard any solicitation for services. Copyright 2024 by the listing company. All Rights Reserved. DISCLAIMER:/Information published or otherwise provided by seller, listing company or its representatives is deemed reliable but are not guaranteed and subject to errors, omissions, or changes without notice.

409 Palm Trail, Delray Beach

$415,000
3 Beds 1 Baths R10936599 MLS
Welcome to your dream residence in the highly sought-after community of Southridge in Delray Beach! This meticulously renovated 3-bedroom, 1-bathroom home offers a perfect blend of modern luxury and timeless charm. Step inside this beautifully transformed property, where no detail has been spared. The home features a seamless combination of tile and carpet, creating an elegant and low-maintenance living space. The open and airy layout is enhanced by crown molding, providing a touch of sophistication throughout. The kitchen is a chef's delight, boasting stainless steel appliances, granite countertops, and pendant lighting that adds a contemporary flair. Whether you're entertaining guests or preparing a quiet meal, this kitchen is sure to inspire culinary creativity. Safety and tranquility are paramount, with impact glass throughout the home ensuring peace of mind during storm seasons. The fenced-in backyard offers privacy and plenty of space for outdoor enjoyment, with the potential to add a pool, creating your own private oasis in the Florida sun. The location of this residence is nothing short of ideal. Close proximity to the beach, renowned restaurants, and the vibrant Atlantic Ave means you're just moments away from the best that Delray Beach has to offer. Experience the coastal lifestyle at its finest, with the convenience of shopping, dining, and entertainment options right at your doorstep. Additional features include a spacious driveway for multiple vehicles, ensuring ample parking for residents and guests alike. This home is not just a property; it's an invitation to a lifestyle of comfort, convenience, and luxury living. Don't miss the opportunity to make this beautifully renovated home your own. Whether you're looking for a profitable Airbnb investment, a vacation retreat, or a long-term rental, this Southridge gem is sure to exceed your expectations. Schedule a viewing today and step into a world of contemporary elegance in the heart of Delray Beach.

220 Reigle Avenue Unit 220, Delray Beach

$1,100,000
3 Beds 2 Baths B26003657 MLS Tropic Palms BLDG.
Welcome to an exceptional waterfront property in Delray Beach's desirable Tropic Palms community-offering no HOA restrictions and incredible flexibility for full-time residents, seasonal owners, vacation use, or income-producing rental potential. Perfectly positioned on the wide and scenic C-15 Canal, this home delivers expansive water views, peaceful surroundings, and direct access for kayaking, boating, and fishing-creating a true South Florida lifestyle experience without the congestion of ocean-access canals. This beautifully updated 3-bedroom, 2-bath residence with interior laundry room features a bright, open-concept layout with soaring ceilings and expansive windows that flood the home with natural light while showcasing tranquil waterfront views. High-end finishes include porcelain tile flooring throughout, quartzite countertops, and upgraded kitchen and baths designed with both style and durability in mind. One of the home's most standout features is the rooftop balcony, offering a rare elevated setting to enjoy panoramic water views, coastal breezes, and spectacular sunrise and sunset skies-an ideal space for relaxing or entertaining. Step outside to an expansive backyard retreat, thoughtfully designed for entertaining and leisure, featuring a private dock, brand-new seawall, pool, pergola, BBQ area, and fenced yard-perfect for hosting guests or creating your own private oasis. The property also boasts an extra-wide driveway with room for multiple vehicles, a boat, or RV, along with an oversized garage-an uncommon and highly desirable feature for waterfront homes. Additional upgrades include: Brand-new flat roof (2026, permitted) New seawall (2024, permitted) White vinyl fence (2024, permitted) Trane HVAC (2020) Impact windows and doors Generator hookup Washer & dryer (2024), Air-conditioned laundry room (2024). Ideally located within a rapidly improving corridor between Linton Blvd and Atlantic Ave, this home benefits from ongoing city and FDOT enhancements including wider sidewalks, improved pedestrian and bike access, and enhanced connectivity. Once complete, homeowners can walk or bike directly to Linton Boulevard, with easy access to Whole Foods, Target, Home Depot, HomeGoods, and local favorites like First Watch, BurgerFi, and Chipotle. Whether you're seeking a primary residence, second home, vacation getaway, or a high-demand seasonal or Airbnb rental, this property offers exceptional versatility and long-term value. Properties with this combination of no HOA, wide water views, rooftop living space, and strong rental potential in this price point are very rare in Delray Beach.

1508 Cormorant Road, Delray Beach

$1,830,000
5 Beds 3 Baths R11033592 MLS
Incredible Investment Opportunity in Lake Ida, East Delray Beach! Unveil the potential of this stunning 3-bedroom, 2-bathroom single-family home, paired with a newly constructed 2-bedroom, 1-bathroom cottage, all situated in the highly desirable Lake Ida community of East Delray Beach! This beautifully updated main residence features refined finishes, vaulted ceilings, and impact-resistant windows and doors, ensuring both style and peace of mind. Enjoy a modern eat-in kitchen equipped with luxurious quartz countertops, stainless steel appliances, and custom cabinetry with soft-close features, perfect for culinary enthusiasts. Step outside to discover your serene screen-enclosed pool, surrounded by sleek travertine decking and ample outdoor space, ideal for alfresco dining and relaxation under the sun. The brand-new cottage, designed with European-inspired cabinetry and meticulous attention to detail, offers a stylish retreat for guests or tenants, making it an attractive option for discerning buyers. Currently operating as a successful short-term rental, the main home generates impressive annual gross income of up to $130,000, with additonal future bookings already secured. The cottage boasts projected income potential of $75,000 per year. Both properties come equipped with hurricane impact windows, a durable metal roof, and a brand-new irrigation system, ensuring peace of mind for any homeowner or investor. The lush, tropical landscaping and charming brick-paved walkways enhance the property's curb appeal, making it a true private oasis. Whether you envision this as your full-time residence, a vacation getaway, or a lucrative investment opportunity, the possibilities are endless. Live in the main home while renting out the cottage, or operate both as separate rentals for maximum income potential. Located just a short walk, bike ride, or golf cart journey from the vibrant Atlantic Avenue and Pineapple Grove, you'll have easy access to fine dining, boutique shopping, lively green markets, local festivals, and pristine beaches. This slice of paradise in the coveted Lake Ida community offers the perfect blend of relaxation and adventure. This is your chance to own this exceptional propertyan unparalleled opportunity for both homeowners and investors alike!

514 Enfield Road, Delray Beach

$875,000
3 Beds 3 Baths R11165444 MLS Tradewinds Estates BLDG.
GREAT RENTAL INCOME POTENTIAL! This fully-furnished 3-bedroom, 3-bath home with a private pool and hot tub was configured as a pet -friendly vacation rental with strong short-term rental history The new owner can reside in the main house, and rent the other two units with separate entrances for rental income, or use them as guest suites, live-in help, or home offices. The roof was replaced in 2021 with new solar panels to reduce the cost of electricity. With only one entrance, the neighborhood enjoys minimal traffic, a private feel, and a strong sense of community, while remaining just 2.5 miles Delray Beach's award-winning dining, beaches, shopping, and nightlife along Atlantic Ave. Easy access to Boca Raton, Palm Beach, Brightline high-speed train stations and FLL and PBi airports. Tradewinds Estates is one of East Delray Beach's most sought-after Intracoastal neighborhoods, where quiet coastal living meets exceptional long-term upside. 3218 Palm Drive offers a rare hybrid opportunity: enjoy the home now, generate rental income immediately, or plan a future luxury dream home. This single-story home has strong short-term rental history located in unincorporated Palm Beach County that offers advantages rarely found this close to the water. No mandatory HOA fees or rules, No rental restrictions (Airbnb/short-term friendly), Builder-friendly county codes (not subject to city restrictions), County-only property taxes and public water & sewer. Whether you are a homeowner seeking coastal living, an investor looking for immediate rental income, or a buyer planning to build a future luxury estate in a proven appreciation corridor, 3218 Palm Drive delivers flexibility, lifestyle, and upside in one of the fastest-evolving neighborhoods in East Delray Beach.

3218 Palm Drive, Delray Beach

$945,000
3 Beds 1 Baths R11156834 MLS
Welcome to an exceptional coastal offering in the heart of Delray Beach, where resort style living meets prime downtown convenience. This lucrative short-term rental presents a proven income producing opportunity with flexibility for personal use or long-term appreciation. Situated on an expansive 0.26 acre lot, this beautifully maintained three bedroom residence presents a rare opportunity to enjoy a private retreat while being just moments from the energy of Atlantic Avenue. The outdoor space is a true highlight, designed to evoke the feel of a private resort. The lush, tropical backyard features a sparkling swimming pool, relaxing hot tub, and private sauna, creating an ideal environment for both entertaining and unwinding. A thatched tiki hut with a built in BBQ and generous seating area serves as the perfect backdrop for gatherings, while mature landscaping ensures privacy and tranquility. Inside, the home offers a bright and functional layout tailored to modern living. The kitchen is well-appointed for both everyday use and entertaining, and a dedicated workspace accommodates today's work from home lifestyle. Additional conveniences include a washer and dryer, EV charging capability, and ample onsite parking, ideal for guests or rental use. Located just minutes from Delray Beach's renowned Atlantic Avenue, residents enjoy easy access to award-winning dining, boutique shopping, nightlife, and cultural attractions. With Delray Beach recently recognized as the Best Beach in Florida by USA Today, pristine coastline, nearby parks, and premier golf courses are all within close reach. Adding to the property's long-term value, the oversized lot allows for future expansion. City-approved plans permit the addition of a guest cottage or in-law suite, and architectural renderings for a 520-square-foot accessory dwelling unit (ADU) are available upon request. Whether envisioned as a primary residence, a vacation getaway, or a high-performing investment, this turnkey property offers unmatched versatility in one of South Florida's most desirable coastal communities. The owner is open to exploring creative financing options, making this a truly unique opportunity in downtown Delray Beach. DISCLAIMER: Information published or otherwise provided by the listing company and its representatives including but not limited to prices, measurements, square footages, lot sizes, calculations, statistics, and videos are deemed reliable but are not guaranteed and are subject to errors, omissions or changes without notice. All such information should be independently verified by any prospective purchaser or seller. Parties should perform their own due diligence to verify such information prior to a sale or listing. Listing company expressly disclaims any warranty or representation regarding such information. Prices published are either list price, sold price, and/or last asking price. The listing company participates in the Multiple Listing Service and IDX.DISCLAIMER: Information published or otherwise provided by the listing company and its representatives including but not limited to prices, measurements, square footages, lot sizes, calculations, statistics, and videos are deemed reliable but are not guaranteed and are subject to errors, omissions or changes without notice. All such information should be independently verified by any prospective purchaser or seller. Parties should perform their own due diligence to verify such information prior to a sale or listing. Listing company expressly disclaims any warranty or representation regarding such information. Prices published are either list price, sold price, and/or last asking price. The listing company participates in the Multiple Listing Service and IDX.

1646 NE 3rd Avenue, Delray Beach

$775,000
3 Beds 2 Baths R11114580 MLS
This stunningly remodeled 3br/2ba East Delray home truly has it all. As you enter, you are immediately struck by the natural light, the bright and open layout, and the stunning renovation. Newly laid designer tile and upgraded lighting run throughout the split floorpan home. The open eat-in kitchen chef's kitchen boasts custom shaker soft-close cabinets, gorgeous granite countertops, and new appliances. The oversized master suite includes a walk-in closet, a completely remodeled bathroom, and impact glass sliding doors leading out to the backyard oasis. The spacious guest rooms enjoy walk-in closets and bountiful natural light. The stunning secondary bathroom includes beautiful marble-like tile throughout. Sliding glass or French doors offer entry to the backyard from the master, living, and dining rooms. The tropical retreat boasts a screened-in patio, a raised wood deck, newly-laid astroturf, and a spectacular pool and jacuzzi with new heater, motor, salt-water system, and plumbing. In addition to the gorgeous fenced-in backyard, the home offers an oversized front porchthis is the perfect home to truly embrace South Florida's indoor/outdoor lifestyle. The spacious laundry room provides supplemental storage. Additional whole-house upgrades include newly smoothed ceilings, a newly stuccoed facade, new paint, new A/C, new water heater, new venting for air ducts, an EV charger, and a smart home security system including motion detection cameras and lights. A circular driveway offers an abundance of parking. This designer home is truly turnkey and perfect as a forever home, investment property, or Airbnb--the property is currently operating as a profitable short term vacation home rental. Tropic Palms is a highly desirable, no HOA community--conveniently located only blocks to the beach and Downtown Delray.

729 Heron Drive, Delray Beach

$1,150,000
2 Beds 1 Baths R11104172 MLS
RARE OPPORTUNITY to own a Delray Island Bungalow with NO HOA, only 2 blocks to the beach and 2 blocks to trendy Atlantic Ave. This charming beach home features an updated interior with open concept living. The newly modernized kitchen has quartz countertops, under cabinet lighting, stainless steel appliances and a coastal blue tile backsplash that is cohesive with the location. Enjoy your morning coffee on the covered front porch or practice yoga in your private and fenced back yard oasis. The artificial turf allows you more beach time and less maintenance time. Back inside you will find 2 bedrooms plus an office/reading room. The primary bedroom has a walk-in closet with custom built-ins. The 2nd bedroom also has ample closet space. The bath is elegant and was recently updated. Pets ok! This adorable beach house also features a newer tankless hot water heater, hurricane windows and doors, new luxury laminate plank flooring and a spacious laundry closet inside plus LED recessed lighting throughout the home. The attic is tall and spacious providing additional storage and options. The parking pad accommodates 2 cars. The Zen back yard is perfect for meditation, sun worshipping, grilling or just chilling. There is plenty of space to add a cold plunge or hot tub. This amazing opportunity provides you with lots of flexibility. You can use it as a vacation or second home, primary residence or as a short term rental property to add to your portfolio. You could perhaps build up to expand your footprint. This location is hard to beat as it is within 2 minutes to fabulous restaurants, hot night spots and great shopping along Atlantic Avenue. Grab your surfboard and catch a wave or a magical sunrise at the beach, it's only 2 blocks away! Located on the island of Delray Beach and only 30 minutes to PBI and 40 minutes to FLL. This is the easy beach living you have been looking for! These do not come on the market often! A great opportunity is knocking and it's priced to move! Check it out today!

Delray Beach

$924,900
2 Beds 1 Baths R11142842 MLS Tradewinds Estates BLDG.
BUILDERS and INVESTORS WELCOME! Move in Ready or flexible future closing date, this home that sits on a prime corner lot with a large Pet-friendly private fenced yard with room for a private pool in East Delray Beach. The property is ready for a new owner or investor to enjoy the vaulted ceilings, tile/wood floors and 1-car garage that is perfect for buyers seeking a comfortable home or instant vacation rental/Airbnb income. Located in Unincorporated Palm Beach County, offering builder-friendly codes, county-only taxes, no HOA, and public water/sewer for seamless redevelopment. Plan your new luxury home just minutes to the Intracoastal, Atlantic Ave, and Delray's beaches. A high-demand location that is undergoing rapid luxury transformation. Some photos were virtually staged. Welcome to one of the best redevelopment opportunities in East Delray Beach. The desirable coastal Intracoastal neighborhood of TradeWinds Estate has no HOA, no rental restrictions, and only one entrance, creating a quiet, private, and family-friendly environment. This PET-FRIENDLY single-family home offers rental and reinvestment potential. The property is move-in ready with tile and wood flooring, vaulted ceilings, a Florida room, utility room, and a large fenced backyard, making it ideal as a full-time residence or instant income generator through Airbnb, seasonal rentals, or short-term stays. Located in Unincorporated Palm Beach County, owners benefit from more flexible building codes, county-only taxes, and public water/sewer perfect conditions for future redevelopment. The best long-term use is to build a luxury home that following the proven success of nearby new builds that have sold. Tradewinds is undergoing a major transformation, with multiple multimillion-dollar homes recently completed or under construction. All of this is just minutes to the Intracoastal Waterway, Atlantic Avenue's award-winning dining and entertainment, top beaches, and the best of Delray Beach. Whether you're a homeowner, investor, or builder, 3203 Palm Drive offers exceptional upside in one of the fastest-rising coastal neighborhoods in Palm Beach County. Some photos were virtually staged.

3203 Palm Drive, Delray Beach

$3,600,000
6 Beds 6 Baths R11082215 MLS
Step into coastal luxury with this beautifully remodeled waterfront home, offering 75 feet of frontage, a private dock, and just 300 steps to the beach. Featuring 6 bedrooms plus a dedicated office, the flexible layout is ideal for work-from-home living while providing privacy and comfort for family and guests. Cruise straight to the ocean with no fixed bridges, or take a short boat ride to the vibrant dining and shops along Atlantic Avenue and Linton Boulevard. The backyard's southern exposure fills the heated saltwater pool and outdoor entertaining areas with all-day sun, enhanced by Sonos speakers inside and out. Originally built in 1980, and majority reconstructed in 2017 when they installed all new electrical, hurricane impact windows, and roof. The foundation has also been raised 6 feet, and is well above the flood plain. The kitchen is equipped with an oversized fridge, double ovens, and a gas stove. The layout of the home features the main living space on the first floor and one room with an en-suite bathroom, for anyone with a preference to sleep downstairs. And there are 5 oversized bedrooms and an office on the second level. The spiral staircase leads to a third level with access to a widows peak giving you an expansive view of Delray Beach. Whether you're seeking a primary residence, vacation getaway, or a lucrative investmentwith no rental restrictionsthis home offers exceptional opportunity in one of Delray Beach's most desirable locations. A must-see. Schedule your private tour today!

1030 Rhodes Villa Avenue, Delray Beach

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Delray Beach, FL · Curated MLS Search

Vacation Rental Homes in Delray Beach, FL

An editorially curated view of every active vacation rental homes listing in Delray Beach, FL. Updated in real time from the local MLS, presented without the noise.

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