Luxury Florida Vacation Homes

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Holiday Isle 620 - Captain Jax Pool has a walk in entry.

Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax The open concept design connects the living, dining, and kitchen spaces creating the perfect setting for family gatherings, laughter and unforgetable canal-front memories.

Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax This master suite is furnished with easy chairs, flat screen TV with cable and a gas fireplace for an evening of relaxation and slumber.

Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax Enjoy free daily activities like
dopphin cruises, waterparks, and more included with your stay Check it out in your personal guide book.

Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax Gather around the large dining table for six and enjoy every meal with a picturesque backdrop of Destin's tranquil canal waters and tropical scenery.
Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax Spacious open living room with plush seating, Smart TV, and seamless flor into the dining and kitchen areas. All framed by stunning canal views through oversized windows.

Holiday Isle 620 - Captain Jax Fully equipped kitchen featuring stainless stell appliances, granite counter tops and a breakfast bar -perfect for cooking and entertaining while overlooking the water.

Professionally Managed by
Breathe Easy Rentals

Holiday Isle 620 - Captain Jax Here is the gateway to the downstairs level with an exit door out to the balcony as well.

Professionally Managed By
Breathe Easy Rentals

12 guests 5 bed 3 bath 3,175 sq ft

Panhandle - Destin | Destin

Starting at $369 daily

3110 Laurie Ave The illuminated freeform pool, blue loungers, mature landscaping, and pool house create a resort-like backyard at twilight.

3110 Laurie Ave A large sectional, fireplace, smart television, and open connection to the dining room and kitchen make this the main gathering space.

3110 Laurie Ave The covered outdoor wet bar provides eight stools, a television, and generous counter space beside the pool.

3110 Laurie Ave The single-story home welcomes guests with a broad lawn, covered entrance, mature trees, and a clean dark-and-white facade.

3110 Laurie Ave A full-size pool table, bright lounge seating, television, and walls of windows create an inviting all-weather game room.

3110 Laurie Ave A covered side patio with outdoor chairs creates a sheltered approach to the home's main entrance.

3110 Laurie Ave The bright entry hall opens directly toward the living room and kitchen for an easy arrival into the main house.

3110 Laurie Ave A wide reverse view shows the fireplace, sectional seating, dining area, and seamless flow into the full kitchen.

16 guests 4 bed 3 bath 2,383 sq ft

Panhandle - Other | Panama City

Starting at $179 daily

The Blarney Stone The Blarney Stone - 4 bedroom cottage in Maravilla Resort.

The Blarney Stone FREE ($600-800 value) 4-Passenger Golf Cart is included with your rental. (Color may vary)

The Blarney Stone Bright bedroom with king bed, ensuite bath, and natural light from dual windows

The Blarney Stone Northside pool, heated in the colder months

The Blarney Stone Beach Setup is included at the property for guest use. (This is not beach service)

The Blarney Stone Fresh and light living area with queen sleeper sofa

The Blarney Stone Enjoy the views while swimming in the gulfside pool

The Blarney Stone Comfortable fenced patio with seating & dining areas + private outdoor shower.

11 guests 4 bed 2 bath 1,600 sq ft

Panhandle - Destin | Miramar Beach

Starting at $329 daily

Crystal Breeze How inviting is this double-door entry and classic porch for your beach retreat?

Crystal Breeze Cozy up in this bright and inviting living room with a fireplace, perfect for relaxation.

Crystal Breeze Can you picture the laughter and conversation around this beautiful table?

Crystal Breeze Elegant downstairs master with a king bed, cozy fireplace, spa-style ensuite, and walk-in closet

Crystal Breeze This upstairs master suite offers comfort with a sofa, king bed, TV, and spa-like ensuite.

Crystal Breeze Make your beach days effortless with two comfortable beach chairs and a convenient beach wagon provided for your stay.

Crystal Breeze Wouldn't it be a breeze to prep meals with this full-size gas range?

Crystal Breeze Wrap around front porch for all to enjoy.

12 guests 4 bed 4 bath 2,400 sq ft

Panhandle - Destin | Destin

Starting at $252 daily

Jade East Towers 1620 Open living area with beautiful views.

Jade East Towers 1620 Private balcony overlooking the beach - enjoy the ocean breezes here!

Jade East Towers 1620 Jade East beachfront pool for lounging or sunning (Seasonally Heated)

Jade East Towers 1620 Master Suite 1 - King Bed - Attached Full Bathroom with ocean views!

Jade East Towers 1620 Seating for four at the kitchen bar. Dining table seats six guests.

Jade East Towers 1620 3D Floor Plan - 3 bedrooms, each with it's own bathroom.

Jade East Towers 1620 Open living area with beautiful views.

Jade East Towers 1620 Open living area with beautiful views.

10 guests 3 bed 3 bath 1,650 sq ft

Panhandle - Destin | Destin

Starting at $188 daily

License to Chill Cruise the resort in style with your own six-seater golf cart.

License to Chill Sink into the sectional and unwind in this bright, open living space.

License to Chill A spacious island kitchen built for cooking and gathering.

License to Chill Relax on the balcony overlooking the manicured Sandestin fairways.

License to Chill A charming bedroom with a canopy bed and beachy touches.

License to Chill Gather around the table for shared meals beneath a designer chandelier.

License to Chill The living area flows into the kitchen for easy togetherness.

License to Chill A calm bedroom with a smart TV and cozy linens.

9 guests 4 bed 4 bath

Panhandle - Miramar Beach | Miramar Beach

Starting at $190 daily

Emerald Towers 1402 Relax and enjoy the view from the gorgeous living room in this penthouse.

Emerald Towers 1402 King Master Suite #1 - Extra spacious private suite with sitting area & desk. You'll love the private balcony!

Emerald Towers 1402 Dining area with wet bar & ice maker -- comfortable seating for eight.

Emerald Towers 1402 King Master Suite #2 with luxury ensuite bath and balcony.

Emerald Towers 1402 Gorgeous views from two private balconies!

Emerald Towers 1402 Cool off in the Emerald Towers pool facing the ocean.

Emerald Towers 1402 Sit and relax while watching the ocean from floor to ceiling windows.

Emerald Towers 1402 3D Floorplan for Emerald Towers 1402

10 guests 3 bed 3 bath 2,400 sq ft

Panhandle - Destin | Destin

Starting at $219 daily

Beach Manor 1408 - Simple Elegance The living room with a beach front view from not 1 but 2 private balconies. Can't ask for anything better.

Beach Manor 1408 - Simple Elegance Living room balcony looking east. High top bistro table for a great eye opening cup of JOE in the morning or a refreshing libation evening cocktail for a magnificant sunset.

Beach Manor 1408 - Simple Elegance King suite just off the main rooms so you are just steps away from all the hustle and bustle of activities.

Beach Manor 1408 - Simple Elegance King room provides plenty of space with 2 side lamp tales and a double sided closet.

Beach Manor 1408 - Simple Elegance A cozy, comfortable king size bed dressed with crisp clean linen and just enough coverings for the warm summer nights.

Beach Manor 1408 - Simple Elegance Kitchen with room to move around and prepare any type meal any time of day.

Beach Manor 1408 - Simple Elegance Walk out to instant fun: pool, sun, and beach vibes are yours.

Beach Manor 1408 - Simple Elegance Enjoy 1 free adult activity admission daily (value over $500)! Not available for stays 27+ days.

6 guests 3 bed 3 bath 1,579 sq ft

Panhandle - Miramar Beach | Miramar Beach

Starting at $243 daily

Coast Inn Living room has access to the 2nd floor balcony for those magnificent views and cool summer breezes.

Coast Inn Make getting around even easier with an optional 6-passenger golf cart available for rent! Perfect for quick trips to the beach, cruising Scenic Gulf Drive, grabbing dinner, or exploring all that Miramar Beach has to offer.

Coast Inn Large spacious suite with double size closet and your own private bathroom.

Coast Inn Close to the Beach with Easy Access!

Coast Inn Large dining table for a family style meal or even a friendly game of cards or board games.

Coast Inn Pool and pool deck with plenty of lounge chairs to work on that Florida tan.

Coast Inn Beach Setup is included at the property for guest use. (This is not beach service)

Coast Inn There are two options for you to choose to get the best morning sunshine or evening sunset just off the bedrooms.

10 guests 4 bed 3 bath 2,201 sq ft

Panhandle - Miramar Beach | Miramar Beach

Starting at $237 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

8 guests 2 bed 2 bath 1,200 sq ft

Atlantic Coast - Amelia Island | Amelia Island

5.0 (6)

Guest rating

Starting at $249 daily

6 guests 2 bed 2 bath

Atlantic Coast - Other | Amelia Island

5.0 (2)

Guest rating

Starting at $325 daily

Beach Bliss Bright, bold, and bursting with personality, this 4-bedroom, 3-bathroom retreat feels like stepping into a living art gallery inspired by the beach, the sky, and everything that makes PCB unforgettable.

Beach Bliss Drift off under swaying palms after a long day in the sun.

Beach Bliss Perched high on the 9th floor of Majestic Beach Towers, this Panama City Beach condo isn't just where you stay—it's where vacation mode fully kicks in.

Beach Bliss This isn't just a condo. It's a colorful, high-energy beach escape where every room tells a story—and yours starts the moment you arrive.

Beach Bliss From the moment you walk in, color and creativity set the tone.

Beach Bliss Life-sized, vibrant artwork throughout the condo captures the energy of the shoreline and the surrounding area, making every room feel alive and intentional.

Beach Bliss Sink into plush seating and let the Gulf views steal the show—this is relaxation, perfected.

10 guests 4 bed 3 bath 1,583 sq ft

Panhandle - Panama City Beach | Panama City Beach

Starting at $186 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

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

Sunsets in Paradise Relax in the pool and hot tub while enjoying breathtaking views of the Gulf.

Sunsets in Paradise End each day with spectacular waterfront sunsets framed by swaying palms.

Sunsets in Paradise Gather around the fire pit and enjoy unforgettable evenings by the Gulf.

Sunsets in Paradise A shaded outdoor retreat featuring games, seating, and plenty of space to unwind.

Sunsets in Paradise Enjoy panoramic views of turquoise waters stretching to the horizon.

Sunsets in Paradise Lounge poolside beneath tropical palms in your private island oasis.

Sunsets in Paradise Cool off in the sparkling pool surrounded by lush landscaping and Gulf views.

Sunsets in Paradise Soak up the sunshine from this spacious waterfront pool retreat.

8 guests 3 bed 2 bath 2,016 sq ft

The Keys - Marathon | Marathon

4.8 (28)

Guest rating

Starting at $289 daily

Pier Pressure Stunning canal front retreat featuring a private pool, expansive outdoor living spaces, and breathtaking Florida Keys waterfront views.

Pier Pressure Relax by the sparkling private pool surrounded by tropical landscaping and spacious sun decks.

Pier Pressure Aerial view showcasing the home's exceptional waterfront setting with quick access to open water.

Pier Pressure Spacious lot with ample parking, private dockage, and panoramic canal views in the heart of the Keys.

Pier Pressure Enjoy sunny afternoons poolside surrounded by swaying palms and beautiful waterfront scenery.

Pier Pressure Spacious and inviting bedroom designed for comfort, relaxation, and restful nights after island adventures.

Pier Pressure Large guest suite featuring tropical décor, abundant natural light, and ample storage space.

Pier Pressure Comfortable accommodations complete with a large television and relaxing coastal atmosphere.

10 guests 4 bed 4 bath 3,200 sq ft

The Keys - Marathon | Marathon

5.0 (19)

Guest rating

Starting at $310 daily

Angler & Ale Relax poolside or soak in the hot tub after a day on the water.

Angler & Ale Deep-water dock with jet ski and kayak launch, just 10 minutes to open water via Sisters Creek.

Angler & Ale Enjoy movie nights in your own indoor theater room with bar, wine cooler, and seating just steps from the pool.

Angler & Ale Spacious pool deck ideal for kids, adults, and pets alike.

Angler & Ale Cook and entertain effortlessly in this open kitchen with modern appliances, drip coffee maker, and easy access to indoor and outdoor living areas.

Angler & Ale Spacious master bedroom overlooking the canal in a Florida Keys vacation rental.

Angler & Ale Bright, master bathroom with separate shower and tub, perfect for unwinding after a day on the water.

Angler & Ale Large kitchen ideal for family meals and entertaining, located in a premier Sombrero Isles waterfront vacation property.

10 guests 4 bed 3 bath 3,348 sq ft

The Keys - Marathon | Marathon

4.9 (18)

Guest rating

Starting at $256 daily

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