Luxury Florida Vacation Homes

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Casa Feliz Private, resort-style oceanfront home designed for luxury living in the Florida Keys.

Casa Feliz Toast marshmallows while watching sunsets over the Atlantic Ocean.

Casa Feliz Heated saltwater pool with cascading waterfalls and spa overflow design.

Casa Feliz A rare private beach retreat in the Keys.

Casa Feliz High-end chef's kitchen with induction cooktop, pizza oven, and premium coffee stations.

Casa Feliz Wake to sunrises and fall asleep to ocean breezes in this unforgettable suite.

Casa Feliz Thoughtfully designed for functionality, comfort, and luxury.

Casa Feliz Sleek countertops, premium appliances, and ample storage make cooking a joy.

10 guests 4 bed 4 bath 1,914 sq ft

The Keys - Marathon | Marathon

5.0 (22)

Guest rating

Starting at $861 daily

Emerald Tides Experience upscale coastal living at this spacious 5-bedroom waterfront vacation rental with private dock and pool.

Emerald Tides Drone capture of this upscale vacation home right on the Gulf in Marathon, with spacious outdoor living and deepwater dockage.

Emerald Tides Beautiful waterfront home in the Florida Keys with private pool, boat dock, and direct Gulf access for the perfect tropical escape.

Emerald Tides Whether you're prepping a seafood feast or morning coffee, this fully stocked kitchen has it all.

Emerald Tides Wake up to stunning Gulf views in this luxurious 3rd level master suite featuring a private balcony, spa-style ensuite bath, and walk-in closet in a top-rated Florida Keys vacation rental.

Emerald Tides This spacious, open-concept kitchen offers stunning Gulf views and high-end finishes, perfect for cooking and entertaining during your Florida Keys vacation.

Emerald Tides Cook in style with this fully equipped gourmet kitchen featuring custom cabinetry, premium appliances, and a panoramic view of the Gulf.

Emerald Tides Sleek, modern, and fully equipped, this luxury kitchen is the heart of your Florida Keys vacation rental

12 guests 5 bed 4 bath 2,861 sq ft

The Keys - Marathon | Marathon

5.0 (3)

Guest rating

Starting at $646 daily

Paraiso Del Mar This impressive Marathon vacation home combines a private pool, multiple balconies, outdoor entertainment areas, and direct canal access.

Paraiso Del Mar Prepare and serve meals in a shaded outdoor kitchen with stone counters, bar seating, televisions, and waterfront breezes.

Paraiso Del Mar Relax around the outdoor table while enjoying wide canal views from the home's spacious upper balcony.

Paraiso Del Mar This expansive ground-level space offers cooking facilities, bar seating, televisions, ceiling fans, and easy access to the private pool.

Paraiso Del Mar Rest comfortably in a peaceful bedroom featuring coastal décor, natural light, and attractive views toward the canal.

Paraiso Del Mar Dramatic evening lighting illuminates the private pool, balconies, and covered outdoor living areas.

Paraiso Del Mar Challenge friends and family to a game of pool in this spacious recreation room with comfortable lounge seating.

Paraiso Del Mar Practice your short game on the private putting green surrounded by tropical landscaping and outdoor gathering areas.

12 guests 5 bed 4 bath 2,392 sq ft

The Keys - Marathon | Marathon

5.0 (12)

Guest rating

Starting at $495 daily

Villa Franchella Newly renovated luxury home with heated/chilled private pool and much more.

Villa Franchella Finding serenity by the canal`s edge: the perfect spot to unwind and watch the world float by.

Villa Franchella Above it all: Every sunrise and sunset paints a masterpiece, from this canal-side haven.

Villa Franchella Putting fun into every swing: where mini-golf magic awaits at every hole.

Villa Franchella Space for all adventures 5-6: Where parking is plentiful, whether for cars or trailers, fueling journeys both on land and water.

Villa Franchella Unwind in style: Where comfort meets technology, turning every evening into a cinematic escape.

Villa Franchella Sink into luxury: Where spacious sofas beckon, transforming every moment into pure relaxation.

Villa Franchella Unwind in style: Where comfort meets technology, turning every evening into a cinematic escape.

8 guests 4 bed 3 bath 1,561 sq ft

The Keys - Marathon | Marathon

5.0 (9)

Guest rating

Starting at $503 daily

Emerald Shores Enjoy a private, fenced pool area designed for fun and relaxation, surrounded by tropical landscaping and stunning Gulf vistas.

Emerald Shores Take a refreshing dip in this luxurious oceanfront saltwater pool, with the option to heat or chill the water to your preference.

Emerald Shores Luxury oceanfront vacation rental in Marathon, Florida Keys with tropical landscaping and Gulf views.

Emerald Shores Cook and entertain in style while overlooking the sparkling waters of the Gulf. This bright, airy kitchen offers direct access to the balcony for seamless indoor-outdoor dining.

Emerald Shores Breathtaking panoramic Gulf and Atlantic Ocean views from the luxury vacation rental in Marathon, Florida Keys.

Emerald Shores : Dock your boat conveniently at this private 60' slip with power and water, perfect for fishing excursions or exploring the Florida Keys.

Emerald Shores Prepare gourmet meals in this fully equipped, modern kitchen featuring stainless steel appliances, island seating for four, and sweeping Gulf views. Perfect for family vacations or group retreats.

Emerald Shores This stunning kitchen includes stainless steel appliances, ample counter space, and island seating—ideal for preparing fresh seafood after a day of Florida Keys fishing adventures.

12 guests 5 bed 4 bath 2,920 sq ft

The Keys - Marathon | Marathon

5.0 (3)

Guest rating

Starting at $390 daily

Sombrero Beach Beauty Relax and unwind beside your private heated pool surrounded by tropical landscaping and waterfront charm.

Sombrero Beach Beauty Comfortable seating and sunny poolside spaces create the perfect setting for island relaxation.

Sombrero Beach Beauty Enjoy direct canal access from your private dock, ideal for boating, fishing, and waterfront living.

Sombrero Beach Beauty Fully equipped with ample counter space and everything needed to prepare meals for family and friends.

Sombrero Beach Beauty Spacious and inviting, this comfortable bedroom offers a peaceful retreat after a day in the sun.

Sombrero Beach Beauty An aerial perspective showcasing the property's tropical setting, pool, and canal frontage.

Sombrero Beach Beauty Bright and airy living areas seamlessly connect for entertaining and relaxation.

Sombrero Beach Beauty Gather together beneath soaring ceilings with plenty of room for memorable meals.

12 guests 5 bed 3 bath 3,628 sq ft

The Keys - Marathon | Marathon

5.0 (16)

Guest rating

Starting at $427 daily

Seaside Serenity Experience resort-style living with a private pool, expansive grounds, and direct water access.

Seaside Serenity End the day around the fire pit while enjoying the peaceful waterfront atmosphere.

Seaside Serenity Your private dock offers front-row seats to spectacular sunsets and unforgettable evenings on the water.

Seaside Serenity Enjoy open-air dining, lounge seating, and seamless indoor-outdoor living overlooking the bay

Seaside Serenity Challenge friends to a game of pool while enjoying the tropical breeze and waterfront views.

Seaside Serenity A light-filled gathering space designed for relaxation after a day on the water.

Seaside Serenity Comfortable seating and abundant natural light create the perfect setting for unwinding

Seaside Serenity Designed for connection and comfort, with room for everyone to gather.

10 guests 4 bed 4 bath 2,040 sq ft

The Keys - Marathon | Marathon

5.0 (13)

Guest rating

Starting at $389 daily

Casa Playa Experience evening relaxation beside the private pool and beautifully illuminated outdoor living spaces at this canal front Marathon vacation rental.

Casa Playa Prepare and enjoy meals outdoors in a spacious covered kitchen featuring stainless-steel appliances, ample seating, and poolside access.

Casa Playa Launch a Florida Keys adventure directly from Casa Playa's canal front dock, complete with colorful paddle craft and calm-water access.

Casa Playa The bright indoor kitchen features expansive stone countertops, modern cabinetry, pendant lighting, and an open connection to the living area.

Casa Playa Unwind in a light-filled bedroom offering coastal décor, comfortable furnishings, and glass doors leading to a private outdoor space.

Casa Playa This bright private bathroom features a tiled walk-in shower, modern vanity, and stylish coastal accents.

Casa Playa Gather around the pool, outdoor kitchen, dining spaces, and canal front patio at this spacious Florida Keys vacation home.

Casa Playa Cook and entertain in a beautifully appointed kitchen with bar seating, stainless-steel appliances, and abundant natural light.

10 guests 4 bed 4 bath 2,176 sq ft

The Keys - Marathon | Marathon

4.9 (28)

Guest rating

Starting at $391 daily

Sunset Seeker Soak in breathtaking bay views from your private pool and spa surrounded by swaying palms.

Sunset Seeker Enjoy front-row seats to sparkling water views in this tropical outdoor retreat.

Sunset Seeker End each day with unforgettable sunsets and panoramic waterfront scenery.

Sunset Seeker Explore the surrounding waterways with included kayaks and easy water access.

Sunset Seeker Spacious and beautifully appointed, this kitchen is designed for gathering, cooking, and entertaining.

Sunset Seeker Wake up to stunning water views from this bright and inviting bedroom retreat.

Sunset Seeker Enjoy panoramic coastal scenery from this elevated perspective overlooking the bay.

Sunset Seeker Start your day with coffee and spectacular views from this spacious outdoor balcony.

8 guests 3 bed 3 bath 2,400 sq ft

The Keys - Marathon | Marathon

5.0 (4)

Guest rating

Starting at $382 daily

Blue Marlin House Showcasing generous dockage, pool and hot tub, and prime waterfront access in the Florida Keys.

Blue Marlin House Enjoy peace of mind with protected, secure boat docking at this waterfront home in Marathon, Florida Keys.

Blue Marlin House Designed for outdoor entertaining, this space combines a pool, hot tub, and outdoor kitchen with scenic water views.

Blue Marlin House Bright, modern kitchen with coastal charm.

Blue Marlin House Luxurious king bedroom with private ensuite bath and direct patio access in a waterfront Marathon vacation rental.

Blue Marlin House Spacious living room seamlessly connected to dining and kitchen, offering water views and comfort in a Florida Keys waterfront home.

Blue Marlin House Relax in this bright living space after a day at the beach or on the water, located just steps from Sombrero Beach.

Blue Marlin House Enjoy single-level living with easy access to bedrooms, kitchen, and outdoor areas.

8 guests 3 bed 3 bath 2,649 sq ft

The Keys - Marathon | Marathon

4.9 (12)

Guest rating

Starting at $304 daily

Paradise Point Relax in your own private oceanfront tiki hut, complete with shaded seating and uninterrupted ocean views. Perfect for afternoon cocktails or evening breezes, this tropical retreat offers a true Florida Keys experience just steps from the water.

Paradise Point Swim and unwind in your own private oceanfront pool surrounded by lush tropical landscaping. This luxury vacation rental in Marathon, Florida Keys, offers a serene escape with stunning water views and resort-style relaxation.

Paradise Point This spacious private yard offers sweeping views of the ocean, surrounded by tropical landscaping and swaying palms. A perfect outdoor retreat for families and couples to relax, play, and unwind in Marathon, FL.

Paradise Point Enjoy true island living with this oceanfront outdoor living area featuring shaded lounge seating, breezy palms, and direct access to the sea. Ideal for sunset cocktails, morning coffee, or casual outdoor dining.

Paradise Point This stunning oceanview kitchen is fully equipped and features panoramic water views, perfect for guests who enjoy cooking while surrounded by coastal beauty.

Paradise Point Enjoy hours of fun with this versatile 3-in-1 game table featuring ping pong, air hockey, and pool. Perfect for family game nights or friendly competitions during your Florida Keys vacation.

Paradise Point A chef's dream kitchen with granite countertops, stainless steel appliances, and breathtaking views of the Atlantic Ocean, all in a private Marathon vacation rental.

Paradise Point Prepare meals in this fully stocked kitchen and enjoy unobstructed ocean views from every angle, the perfect blend of luxury and comfort in the Florida Keys.

8 guests 3 bed 3 bath 1,910 sq ft

The Keys - Marathon | Marathon

5.0 (10)

Guest rating

Starting at $302 daily

Sunset Tides Relax on poolside on loungers or wade on the pool ledges while enjoying the breathtaking waterfront scenery at this Marathon FL rental.

Sunset Tides Relax poolside or enjoy the private dock with direct access to fishing, boating, and water adventures in this luxury rental.

Sunset Tides Experience the ultimate Marathon FL getaway in this spacious 5-bedroom, 4-bathroom waterfront rental featuring modern coastal décor and upscale amenities.

Sunset Tides Prepare meals with panoramic Gulf and Atlantic views in this luxury Marathon FL vacation home kitchen, featuring a fully stocked pantry, high-end appliances, and island seating.

Sunset Tides Relax in luxury with a heated pool, hot tub, and multiple outdoor seating areas overlooking the sparkling waters of Vaca Cut.

Sunset Tides Relax in this luxurious Marathon FL vacation home master suite with a king bed, Smart TV, and panoramic Gulf and Atlantic views—perfect for a romantic getaway or family retreat.

Sunset Tides Cook and entertain in style at this open-concept kitchen with Keurig Duo, Ninja food processor, and stunning water views, perfect for your Florida Keys family vacation.

Sunset Tides Enjoy the bright, airy kitchen at this oceanfront rental, complete with island seating for three and breathtaking water views for a luxury vacation experience.

12 guests 5 bed 4 bath 2,607 sq ft

The Keys - Marathon | Marathon

5.0 (3)

Guest rating

Starting at $334 daily

Emerald Horizon Exceptional luxury vacation home with a heated private pool located inside an exclusive Marathon FL community. Perfect for families seeking high-end Florida Keys accommodations with security, privacy, and top-tier amenities.

Emerald Horizon Bird's-eye view showcasing a premium waterfront property with pool, lanai, and boat slip leading directly to the Gulfside—ideal for boating, fishing, and family vacations in the Florida Keys.

Emerald Horizon Highlighting resort-style outdoor living, boat slip, and lush landscaping in a Gulf-access property.

Emerald Horizon Spacious master suite with king bed, private balcony access, and serene Gulf views—perfect for guests seeking upscale Florida Keys vacation rentals with pool.

Emerald Horizon Bright open-concept kitchen with island seating and designer finishes—steps from your private pool and outdoor living area. Perfect for families searching for upscale waterfront vacation rentals in Marathon, Florida Keys.

Emerald Horizon Spacious gourmet kitchen with high-end appliances, quartz counters, and water views—perfect for preparing meals during your Florida Keys luxury getaway.

Emerald Horizon Fully equipped chef's kitchen featuring stainless steel appliances and an open layout overlooking the heated pool and gulf views.

Emerald Horizon Beautifully updated kitchen with modern finishes and seamless flow to the wet bar, dining and coastal living area. Designed for guests seeking high-end Marathon FL vacation rentals with private amenities and resort-style comfort.

12 guests 5 bed 4 bath 2,392 sq ft

The Keys - Marathon | Marathon

5.0 (7)

Guest rating

Starting at $371 daily

Indigo Reef #10 ~ Sunset Bay Relax on the private covered porch overlooking lush tropical landscaping and peaceful waterfront views.

Indigo Reef #10 ~ Sunset Bay Waterfront marina with boat slips just steps away, offering easy access to Florida Keys boating adventures.

Indigo Reef #10 ~ Sunset Bay Enjoy the heated community pool surrounded by tropical palms and comfortable lounge seating.

Indigo Reef #10 ~ Sunset Bay Open living area with comfortable seating, natural light, and direct access to the outdoor porch.

Indigo Reef #10 ~ Sunset Bay Enjoy cooking in the gourmet kitchen, equipped with modern stainless steel appliances and granite countertops.

Indigo Reef #10 ~ Sunset Bay Choose to dine in either at the breakfast bar or the dining room table.

Indigo Reef #10 ~ Sunset Bay Natural lighting illuminates the main living area, creating a bright and inviting atmosphere.

Indigo Reef #10 ~ Sunset Bay Natural lighting illuminates the main living area, creating a bright and inviting atmosphere.

8 guests 3 bed 2 bath 1,600 sq ft

The Keys - Marathon | Marathon

5.0 (12)

Guest rating

Starting at $136 daily

Indigo Reef #17 ~ Plane Fun Shared pool, heated 5 feet salt but all salt pools do have some chlorine.

Indigo Reef #17 ~ Plane Fun Convenient dock slips within the community. Dock no. 17, not pictured, is included in your rental.

Indigo Reef #17 ~ Plane Fun Relaxing porch space adorned with comfortable seating for unwinding outdoors.

Indigo Reef #17 ~ Plane Fun Fully equipped kitchen with stylish bar stools, perfect for casual dining and entertaining.

Indigo Reef #17 ~ Plane Fun Spacious king bedroom with private patio access, tropical views, and a bright coastal design.

Indigo Reef #17 ~ Plane Fun Comfortable living room with plenty of seating, natural light, and easy access to the outdoor patio.

Indigo Reef #17 ~ Plane Fun Warm and welcoming living area designed for relaxing after a day on the water.

Indigo Reef #17 ~ Plane Fun Charming covered front porch with classic rocking chairs, perfect for morning coffee or evening breezes.

8 guests 3 bed 3 bath

The Keys - Marathon | Marathon

4.9 (11)

Guest rating

Starting at $136 daily

Marlin Manor Charming canal-front cottage with direct deep-water access and private dockage.

Marlin Manor Private 55-foot dock with easy boating access to the open waters of the Florida Keys.

Marlin Manor Full kitchen with bar stools, TV, and cozy nooka perfect space for cooking and casual dining.

Marlin Manor Comfortable primary bedroom with an attached full bathroom for added privacy.

Marlin Manor Bright open-concept floor plan connecting the kitchen and living area.

Marlin Manor Relaxing living room with comfortable seating and waterfront-inspired décor.

Marlin Manor Full kitchen with bar stools, TV, and cozy nooka perfect space for cooking and casual dining.

Marlin Manor Full kitchen with bar stools, TV, and cozy nooka perfect space for cooking and casual dining.

6 guests 2 bed 2 bath 900 sq ft

The Keys - Marathon | Marathon

4.8 (21)

Guest rating

Starting at $86 daily

Ocean Isles #98~ Fishing Village A stunning aerial perspective showcasing the waterfront community, marina access, and turquoise Keys waters just steps away.

Ocean Isles #98~ Fishing Village Relax beneath charming tiki huts while enjoying ocean breezes, waterfront views, and laid-back island living.

Ocean Isles #98~ Fishing Village Cool off in the sparkling community pool overlooking the Atlantic, surrounded by swaying palms and endless blue skies.

Ocean Isles #98~ Fishing Village Fresh coastal décor, updated furnishings, and an open-concept layout create a bright and welcoming escape.

Ocean Isles #98~ Fishing Village A cozy elevated sleeping area offering privacy, comfort, and plenty of natural light.

Ocean Isles #98~ Fishing Village Seamlessly connecting the kitchen and living room, this airy gathering space is perfect for relaxing after a day on the water.

Ocean Isles #98~ Fishing Village A bird's-eye view highlighting the pool, waterfront gathering areas, and prime oceanfront location.

Ocean Isles #98~ Fishing Village Stainless steel appliances, crisp cabinetry, and modern finishes create a stylish space for cooking and entertaining.

4 guests 1 bed 1 bath 850 sq ft

The Keys - Marathon | Marathon

5.0 (13)

Guest rating

Starting at $91 daily

Casita Blanca Enjoy peaceful water views and direct canal access from the private dock at this Key Colony Beach vacation rental.

Casita Blanca Relax beneath swaying palms in a private outdoor area featuring brick pavers, comfortable seating, and tropical landscaping.

Casita Blanca The welcoming great room connects the kitchen, dining area, and comfortable lounge beneath charming exposed wood ceilings.

Casita Blanca Unwind in a bright bedroom featuring coastal furnishings, a ceiling fan, television, and convenient en-suite bathroom access.

Casita Blanca This cheerful bathroom provides a spacious vanity, shower and tub combination, and charming Florida Keys décor.

Casita Blanca Prepare meals in a bright kitchen featuring full-size appliances, generous cabinetry, and a convenient breakfast bar.

Casita Blanca The open kitchen offers ample preparation space and easy access to the dining table for relaxed vacation meals.

Casita Blanca Enjoy an inviting open layout that connects the living room, dining space, and fully equipped kitchen.

4 guests 2 bed 2 bath 885 sq ft

The Keys - Other | Key Colony Beach

4.9 (22)

Guest rating

Starting at $108 daily

Paradise Cove Bird's-eye perspective showcasing the private pool, dock, tiki hut, and canal frontage.

Paradise Cove Aerial view highlighting the property's excellent location with direct boating access

Paradise Cove Designed for entertaining with generous workspace, modern appliances, and easy flow into the living areas.

Paradise Cove Plush seating and warm coastal accents create the perfect place to unwind after a day on the water.

Paradise Cove Wake up to tropical surroundings and enjoy a spacious retreat designed for comfort and relaxation.

Paradise Cove A spacious dining area with beach-inspired finishes, ideal for family meals and memorable vacation dinners.

Paradise Cove Gather around the farmhouse-style table beneath elegant lighting and relaxed island décor.

Paradise Cove Crisp white cabinetry, abundant counter space, and an open layout make cooking and gathering effortless.

8 guests 3 bed 2 bath 1,914 sq ft

The Keys - Marathon | Marathon

4.9 (12)

Guest rating

Starting at $163 daily

Waterfront Hideaway 24-foot dock: Your private waterfront dock is the perfect place to relax, fish, or watch boats drift by.

Waterfront Hideaway Enjoy morning coffee or evening cocktails in the breezy screened-in lanai overlooking the canal.

Waterfront Hideaway Bright, functional kitchen with bar seating, perfect for casual meals and gathering after a day on the water.

Waterfront Hideaway A comfortable queen bedroom designed for restful nights and easy vacation living.

Waterfront Hideaway Discover nearby islands, reefs, and turquoise waters from this ideal Marathon location.

Waterfront Hideaway Aerial perspective showcasing the neighborhood's canals and easy boating access.

Waterfront Hideaway Relax in the spacious living area where comfort and island charm come together.

Waterfront Hideaway Open-concept living, dining, and kitchen spaces make entertaining effortless.

6 guests 2 bed 1 bath

The Keys - Marathon | Marathon

5.0 (14)

Guest rating

Starting at $77 daily

Ocean Isles #123~ Sea Breeze Ocean Isles #123 ~ Sea Breeze is located in a desirable waterfront community in Marathon FL, offering a relaxing Florida Keys vacation rental setting on the Atlantic Ocean.

Ocean Isles #123~ Sea Breeze The expansive resort-style pool at Ocean Isles offers the perfect place to swim, lounge, and enjoy the sunshine during your Marathon FL Florida Keys vacation.

Ocean Isles #123~ Sea Breeze Relax beneath the oceanfront tiki huts at Ocean Isles, a guest-favorite outdoor amenity in this waterfront Marathon FL Florida Keys vacation community.

Ocean Isles #123~ Sea Breeze The fully equipped kitchen at Sea Breeze features granite countertops and everything needed for easy meal preparation during your Marathon FL Florida Keys vacation.

Ocean Isles #123~ Sea Breeze The spacious primary bedroom at Sea Breeze features a king bed and a peaceful retreat-style setting for a restful Marathon FL Florida Keys vacation.

Ocean Isles #123~ Sea Breeze Start your morning with coffee from the Keurig coffee maker in this inviting vacation rental kitchen at Ocean Isles #123 in Marathon FL.

Ocean Isles #123~ Sea Breeze This bright and functional kitchen provides modern appliances, ample prep space, and a convenient layout for everyday vacation living in Marathon FL.

Ocean Isles #123~ Sea Breeze The open kitchen at Sea Breeze adds comfort and convenience to your stay, offering a clean and practical cooking space in this Marathon FL Florida Keys condo.

4 guests 1 bed 2 bath 850 sq ft

The Keys - Marathon | Marathon

4.9 (24)

Guest rating

Starting at $104 daily

Aqua Vista Relax beside the expansive 16-by-32-foot private heated pool while enjoying sunshine, privacy, and the laid-back Florida Keys lifestyle.

Aqua Vista Enjoy 35 feet of dockage directly behind Aqua Vista, offering convenient canal access for your Florida Keys boating vacation.

Aqua Vista Gather in a soaring open-concept space connecting the kitchen, dining area, and living room beneath abundant natural light.

Aqua Vista The spacious first-floor primary bedroom features elegant coastal finishes, balcony access, a television, and a private full bathroom.

Aqua Vista The first-floor primary bathroom offers two sinks, ample counter space, bright lighting, and a glass-enclosed walk-in shower.

Aqua Vista Swim beneath colorful Florida Keys skies in a large private heated pool overlooking the home's tropical waterfront setting.

Aqua Vista A welcoming paver driveway, manicured landscaping, and graceful palms lead to this upscale Key Colony Beach vacation rental.

Aqua Vista Soaring ceilings, generous seating, waterfront windows, and an open staircase create an impressive yet comfortable gathering space.

8 guests 4 bed 4 bath 2,522 sq ft

The Keys - Other | Key Colony Beach

5.0 (19)

Guest rating

Starting at $284 daily

One Particular Harbor Luxury inground swimming pool in Marathon, Florida – custom-built for tropical Keys living, perfect for backyard retreats, vacation rentals, and professional pool construction in the Florida Keys

One Particular Harbor Private vacation rental with pool in Marathon, Florida – enjoy your own tropical oasis in the heart of the Florida Keys, perfect for families, couples, and waterfront getaways near beaches, fishing, and diving.

One Particular Harbor Private dock at Marathon, Florida vacation rental – ideal for boating, fishing, and enjoying waterfront sunsets in the heart of the Florida Keys.

One Particular Harbor Fully equipped kitchen in Marathon, Florida vacation rental – modern appliances, spacious layout, perfect for extended stays in the Florida Keys

One Particular Harbor Bright vacation rental bedroom in Marathon FL with ceiling fan and beachy vibes.

One Particular Harbor Coastal-style living space in Florida Keys vacation home with modern furnishings.

One Particular Harbor Bright vacation rental living room in Marathon Florida near beaches and marinas.

One Particular Harbor Family-friendly living room in Marathon vacation rental – perfect for game nights, movie marathons, or just kicking back after sunset.

8 guests 3 bed 3 bath 1,640 sq ft

The Keys - Marathon | Marathon

4.9 (20)

Guest rating

Starting at $193 daily

Tipsy Turtle Amazing location with direct access to the Atlantic from the canal.

Tipsy Turtle Heated pool with integrated spa surrounded by spacious sun deck, lounge seating, and tropical landscaping.

Tipsy Turtle Bright chef's kitchen featuring quartz countertops, custom cabinetry, and a large island for gathering.

Tipsy Turtle 1 of 2 3rd level master bedrooms with ensuite bathroom and direct access to balcony that overlooks the pool and canal.

Tipsy Turtle Stunning aerial perspective showcasing the home's canal frontage, private pool, and Atlantic proximity.

Tipsy Turtle Expansive living area with soaring ceilings, abundant natural light, and seamless indoor-outdoor flow.

Tipsy Turtle Comfortable living room with oversized seating, vaulted ceilings, and open views into the kitchen and dining area.

Tipsy Turtle Elegant dining space connected to the gourmet kitchen, perfect for family meals and entertaining guests.

12 guests 5 bed 4 bath 2,666 sq ft

The Keys - Marathon | Marathon

4.8 (11)

Guest rating

Starting at $231 daily

Little Venice Paradise Launch straight from your private 55-foot dock with fish-cleaning station and enjoy quick access to world-class fishing, boating, and Atlantic adventures.

Little Venice Paradise Watch boats cruise by from this prime waterfront location with sparkling canal views leading directly to open water

Little Venice Paradise Fully stocked kitchen with plenty of counter space.

Little Venice Paradise Master bedroom with Queen bed, TV and ensuite bathroom.

Little Venice Paradise Newly renovated ensuite bathroom with walk-in shower. Attached to the master bedroom.

Little Venice Paradise Plenty of seating to lounge in the living room, or enjoy meals with friends and family in the dining area.

Little Venice Paradise Plush, comfy sectional that pulls out into a full bed and 2 recliners for relaxing or watching TV.

Little Venice Paradise Beautiful view of the canal from the living room, dining room and kitchen.

6 guests 2 bed 2 bath 1,008 sq ft

The Keys - Marathon | Marathon

4.9 (16)

Guest rating

Starting at $93 daily

Ocean Oasis Stunning aerial view showcasing the home's canal-front location near the Florida Keys waterfront.

Ocean Oasis Enjoy a bird's-eye view of this stunning waterfront home in Marathon FL, offering everything needed for a memorable Florida Keys getaway.

Ocean Oasis Modern kitchen with granite countertops, stainless appliances, and breakfast bar seating.

Ocean Oasis Master bedroom with king bed, ensuite bathroom, large walk-in closet, and private entrance to balcony. This is on the 2nd level.

Ocean Oasis Charming living room decor with comfy seating arrangement and smart TV.

Ocean Oasis Charming living room decor with comfy seating arrangement and smart TV.

Ocean Oasis Charming living room decor with comfy seating arrangement and smart TV.

Ocean Oasis Charming living room decor with comfy seating arrangement and smart TV.

10 guests 4 bed 3 bath 1,618 sq ft

The Keys - Marathon | Marathon

4.9 (10)

Guest rating

Starting at $220 daily

Mystic Waters Heated (on request) oceanfront pool with tiki hut and unobstructed open water views at Mystic Waters in Marathon, FL.

Mystic Waters Private pool deck surrounded by lush tropical landscaping overlooking the ocean in the Florida Keys.

Mystic Waters Outdoor dining and tiki hut seating area beside the oceanfront pool at this luxury Marathon vacation home.

Mystic Waters Primary suite with private balcony and sweeping ocean views in Marathon, FL.

Mystic Waters Open concept kitchen with ocean views connecting seamlessly to dining and living spaces.

Mystic Waters High-end chef's kitchen with modern coastal design and premium appliances at Mystic Waters.

Mystic Waters Bright, airy kitchen with natural light and stunning open water views.

Mystic Waters Spacious living room with unobstructed ocean views in this luxury Marathon vacation rental.

10 guests 4 bed 3 bath 1,701 sq ft

The Keys - Marathon | Marathon

4.8 (11)

Guest rating

Starting at $431 daily

Tranquil Tides Relax by your private pool surrounded by tropical landscaping and a spacious outdoor patio.

Tranquil Tides 75` dock with fish cleaning table.

Tranquil Tides Enjoy sweeping canal and Atlantic views from the private balcony off the primary suite.

Tranquil Tides Fully equipped kitchen with a center island for additional seating and surface.

Tranquil Tides Bright and airy primary suite featuring a king bed, sitting area, and balcony access.

Tranquil Tides Private boardwalk leading directly to the dock and waterfront.

Tranquil Tides Shaded outdoor cabana with dining space—perfect for relaxing after a day on the water

Tranquil Tides Heated private pool surrounded by lounge seating and tropical landscaping.

8 guests 4 bed 4 bath 2,640 sq ft

The Keys - Marathon | Marathon

5.0 (9)

Guest rating

Starting at $272 daily

Paradise Palms : Beautiful waterfront home featuring a private pool, expansive outdoor living spaces, and direct boating access in the Florida Keys.

Paradise Palms Relax poolside under sunny Florida skies in your private heated pool surrounded by comfortable lounge seating.

Paradise Palms Kayaks & paddleboards. Explore nearby waterways with included kayaks and paddleboards, perfect for island adventures right from the property.

Paradise Palms Bright and modern kitchen featuring premium finishes, spacious seating, and everything needed for memorable meals.

Paradise Palms Enjoy outdoor meals and tropical breezes while overlooking peaceful canal views from the covered balcony.

Paradise Palms Comfortable coastal-inspired guest room designed for restful nights after days spent exploring the Keys.

Paradise Palms Aerial perspective showcasing the private pool and spacious outdoor entertaining areas.

Paradise Palms Charming Florida Keys architecture with ample parking and easy access to all the home's amenities.

8 guests 3 bed 3 bath 2,640 sq ft

The Keys - Marathon | Marathon

5.0 (5)

Guest rating

Starting at $272 daily

Coral Lagoon #6 ~ Tropical Seahorse Swaying palms, turquoise canal waters, and private dock access create a picturesque waterfront setting perfect for boating and enjoying the Florida Keys lifestyle.

Coral Lagoon #6 ~ Tropical Seahorse Surrounded by lush palms and tropical landscaping, the resort-style pool creates a private retreat for relaxing, swimming, and soaking up the sunshine.

Coral Lagoon #6 ~ Tropical Seahorse Rich granite surfaces, stainless steel appliances, and warm wood cabinetry create a welcoming kitchen designed for gathering and vacation meals.

Coral Lagoon #6 ~ Tropical Seahorse Crisp white bedding, soft aqua accents, and abundant natural light create a peaceful primary suite with a bright and airy atmosphere.

Coral Lagoon #6 ~ Tropical Seahorse Soft neutral walls, bright tile flooring, and clean architectural lines create an inviting entrance to this waterfront retreat.

Coral Lagoon #6 ~ Tropical Seahorse Granite countertops, bar seating, and an open layout connect the kitchen seamlessly to the living and dining areas.

Coral Lagoon #6 ~ Tropical Seahorse Comfortable seating, natural textures, and an open-concept layout create a welcoming space for family gatherings and relaxation.

Coral Lagoon #6 ~ Tropical Seahorse The breakfast bar provides casual seating while connecting the kitchen to the bright and spacious living area.

8 guests 3 bed 2 bath 1,430 sq ft

The Keys - Marathon | Marathon

5.0 (56)

Guest rating

Starting at $145 daily