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Beachfront rentals near Sandspur Beach

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals near Sandspur Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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A welcoming sign for Skipjack Resort and Marina is prominently displayed, surrounded by lush palm trees and manicured greenery. The blue sky adds a bright backdrop, enhancing the inviting atmosphere of the resort.

Apartment in Marathon

4.85 out of 5 average rating, 27 reviews

Sombrero Beach Tropical Paradise Hotel

Spacious 1 Bedroom Condo at Skip Jacks Resort in the heart of Marathon, located at Mile Marker 50 Positions you in the perfect spot to explore all that the Florida Keys has to offer, Just 1 hour to Key West or Key Largo Spend your day,Boating,Snorkeling, Fishing, Lounging by the Pool or spend the Day at Sombrero Beach. The Condo has TV's with Wifi and a Fully Stocked Kitchen if you just want to Stay in sit on the Balcony and Enjoy the Music coming from the Live band at the Tiki bar VACA-24-205

Top guest favorite

A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.

Home in Key Colony Beach

4.96 out of 5 average rating, 104 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Top guest favorite

Home in Marathon

4.97 out of 5 average rating, 38 reviews

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Top guest favorite

A modern waterfront home, known as 'The Lighthouse', is displayed with expansive open water views. The image captures a heated pool and a boat dock, surrounded by lush landscaping, illustrating the inviting outdoor space for relaxation and entertainment.

Home in Marathon

5 out of 5 average rating, 13 reviews

Luxury Paradise • Seagrass-Free. New 5BR Pool Home

Escape to this new stunning waterfront pool home. Enjoy panoramic ocean views, a private boat dock, with , fishing area, snorkeling, kayaks, paddle boards, bicycles and more.... The spacious, modern interior features a fully equipped kitchen, cozy bedrooms, and an open living area perfect for relaxation. Step outside to a beautiful patio or two balconies with seating to take in the views. Ideal for multiple couples, big families, or friends looking to explore the best of the Marathon key.

A serene outdoor space includes a private pool surrounded by a spacious deck. Palm trees frame the scene, casting shadows on the white tiles. A furnished sitting area can be seen nearby, offering a relaxing spot to enjoy the warm weather.

Home in Key Largo

5 out of 5 average rating, 3 reviews

Newely Renovated 3/2-private pool/dock/cabana club

Relax with the whole Coastal Luxury in Key Colony Beach – Brand New Pool & Dock! Welcome to your dream getaway in Key Colony Beach, Florida! This completely renovated (2025) 3-bedroom, 2-bathroom duplex is designed for relaxation and adventure. With 1,100 sq. ft. of beautifully upgraded living space, a brand-new private concrete pool, and dockage for up to a 35- foot boat, this home is the perfect blend of luxury and comfort. Private Pool – Heated & chilled - Free Cabana Club Access!

Top guest favorite

The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.

Boat in Islamorada

4.93 out of 5 average rating, 349 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

A vibrant green house is presented with large windows adorned with yellow shutters. A spacious front porch is bordered by tropical plants, while a gravel pathway leads to the entrance. Nearby, a blue trash bin is visible, along with a parked vehicle.

Home in Cudjoe Key

4.83 out of 5 average rating, 18 reviews

Tropical Island Getaway

Come, explore, and relax in the beautiful sun of Cudjoe Key! On site there are many amenities to indulge your senses and enjoy such as the sparkling pool and hot tub! There is also a great Marina on site with a store with plenty of snacks, and necessities. Spread out and rest up at night for your day ahead adventures. The keys are magical-go snorkeling, rent a boat, or swim in the Gulf or Atlantic. The outdoors is an absolute paradise! $125.00 registration fee due on arrival

A spacious bed is adorned with soft blue accents and multiple pillows. Large windows provide unobstructed views of the ocean and greenery outside, allowing natural light to brighten the clean, inviting interior.

Condo in Key Colony Beach

4.92 out of 5 average rating, 238 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

A view from the property reveals a private beach retreat with thatched tiki huts lining the shore. Palm trees sway gently in the breeze, overlooking the calm turquoise waters of the Atlantic Ocean, under a clear blue sky.

Condo in Key Colony Beach

4.81 out of 5 average rating, 135 reviews

Beachside Unit 28 - Private Beach, Pool & Paradise

Unit 28 Details: First Floor Unit, Walk-in Shower, King Bed, Maximum Occupancy 2 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.

Houseboat in Marathon

4.89 out of 5 average rating, 120 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

A view from the balcony captures neighboring houses and a landscaped area, with palm trees visible below. The calm waters of the Atlantic ocean stretch in the background under a clear, blue sky. The white railing frames the scenic vista.

Home in Cudjoe Key

4.93 out of 5 average rating, 178 reviews

106 Newly Renovated House with Oceanview and Pool

"This three-story home overlooks the Atlantic ocean in a gated community of only 10 other homes. Just south enough to enjoy the bluest water in the keys and only 20 minutes away from Key West! This pristine home sleeps 6 comfortably and makes a great destination to exploring all the wonders the FL Keys. Come enjoy the pool, fishing, boating, diving or just relax with the ocean breeze. This location has all the best of the Keys."

A comfortable outdoor seating area is showcased, with bright blue cushions arranged around a dark table. The view overlooks crystal-clear waters, and decorative lanterns provide soft lighting. A potted flower adds a touch of color beside the seating, enhancing the peaceful ambiance by the water.

Home in Cudjoe Key

4.9 out of 5 average rating, 107 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

Popular amenities for beachfront rentals near Sandspur Beach

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

A spacious houseboat is moored at the marina, featuring multiple deck levels and seating areas for relaxation. The surrounding water reflects a clear blue sky, while neighboring yachts are visible in the background. This inviting setting showcases the boat's modern design.

Houseboat in Key West

4.87 out of 5 average rating, 245 reviews

Key West Luxury Houseboat at Yacht Club Resort

The spacious canal-front home is showcased from an aerial view, highlighting its private pool and lush palm trees. A dock with boat access extends into the water, while comfortable outdoor seating is positioned nearby, creating a relaxed atmosphere for guests.

Home in Marathon

5 out of 5 average rating, 22 reviews

Spacious lux home, private pool/spa, 80' dock

A private backyard features a hot tub and a shallow pool, surrounded by tropical greenery. Lounge chairs in teal are positioned nearby, and a grill is placed on the concrete patio. The canal is visible in the background, lined with palm trees.

Home in Marathon

4.94 out of 5 average rating, 35 reviews

Waterfront w/pool and hot tub

A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.

Apartment in Marathon

4.86 out of 5 average rating, 50 reviews

Little Venice in Marathon (in the Beautiful Keys)

A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.

Townhouse in Duck Key

4.83 out of 5 average rating, 175 reviews

Vibrant Beachfront Villa

A spacious outdoor deck features comfortable seating and a large mural of a marlin. Sunlight reflects off the turquoise water in the canal, while palm trees sway in the gentle breeze, creating a relaxing atmosphere for guests.

Home in Marathon

5 out of 5 average rating, 6 reviews

NEW: Vaca Cut with 60' dock, 4br-4ba, 2 kitchens

A vibrant sunset casts a warm glow over the outdoor area featuring a sheltered gazebo, surrounded by lush greenery and reflective water. Nearby, a modern living room is furnished with comfortable seating and a large screen, creating an inviting space for relaxation.

Home in Marathon

4.94 out of 5 average rating, 103 reviews

Coco Plum Waterfront Hideaway Home in Marathon

A private pool is bordered by lush palm trees and a thatched Tiki Hut. Lounge chairs are arranged around the pool area, and colorful outdoor decor adds a cheerful touch. Clear blue skies and sunshine illuminate the space, creating an inviting outdoor retreat.

Home in Key Colony Beach

4.95 out of 5 average rating, 20 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

Beachfront home rentals with a pool

A two-story waterfront home is situated under a clear blue sky, surrounded by palm trees and lush greenery. The property features a bright white exterior with a balcony, along with a manicured yard of decorative rocks and native plants.

Home in Cudjoe Key

4.9 out of 5 average rating, 52 reviews

Keys Island Villa - Venture Out Home 354

Top guest favorite

An aerial view captures a coastal community surrounded by vibrant blue waters and lush greenery. Boating channels meander throughout the area, leading to nearby homes. A mixture of residential properties and docks is visible, indicative of a relaxed tropical lifestyle.

Home in Marathon

5 out of 5 average rating, 41 reviews

Discount Available! 100' Dock, Lots of Amenities!

A coastal view features multiple white houses with balconies situated along the waterfront. Palm trees sway gently in the breeze, and clear blue skies create a serene backdrop. Vehicles are parked in the driveways, emphasizing accessibility to the beachfront.

Cottage in Cudjoe Key

4.8 out of 5 average rating, 5 reviews

Ocean Breeze at Venture Out 537

Top guest favorite

The kitchen features modern appliances and a spacious island with seating. Two green pendant lights hang above, providing a soft glow. Large windows offer a view of the ocean, while a cozy seating area with colorful cushions complements the space.

Condo in Tavernier

4.94 out of 5 average rating, 16 reviews

Salty Mermaid Ocean Pointe 4406

A private pool is surrounded by a lush tropical garden, featuring tall palm trees and vibrant foliage. The clear water of the pool reflects the sunlight, while stone pathways and colorful blooming plants enhance the natural ambiance.

Home in Marathon

4.95 out of 5 average rating, 60 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

Top guest favorite

A serene outdoor space features a heated pool surrounded by lush greenery. Brightly colored lounge chairs are arranged invitingly, complemented by colorful throws. A kayak rests by the pool's edge, creating an inviting atmosphere for relaxation and aquatic adventure.

Home in Marathon

5 out of 5 average rating, 51 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

A community pool area is surrounded by tropical landscaping. Lounge chairs are positioned around the pool, with a large striped umbrella providing shade. Pool steps lead into the water, and a textured stone surface allows for easy movement. The atmosphere is relaxed and inviting.

Home in Marathon

5 out of 5 average rating, 3 reviews

Stunning* New* Home Pool in Ocean Breeze Marathon

A serene view overlooks the water at sunrise, with soft pastels reflecting on the surface. A white patio table and chairs are positioned under the covered porch, inviting relaxation. The horizon features gentle clouds and distant islands, creating a peaceful atmosphere.

Home in Cudjoe Key

4.91 out of 5 average rating, 34 reviews

Rise And Shine On The Water

Private beachfront home rentals

Top guest favorite

The exterior of a charming waterfront home is depicted, showcasing a canal with clear turquoise water. Lush palm trees frame the property, and well-maintained landscaping adds to the serene environment. The two-story building features a spacious porch and multiple balconies, enhancing outdoor living.

Home in Marathon

4.95 out of 5 average rating, 64 reviews

Coral Lagoon #23- Private Villa Home

A spacious outdoor area features a well-maintained dock alongside calm waters. Luce lounge chairs are arranged for comfort, with palm trees offering shade. The exterior of the duplex is visible, showcasing large windows and a patio area adjacent to the dock, enhancing the waterfront experience.

Home in Marathon

4.94 out of 5 average rating, 34 reviews

Florida Keys Oceanside Utopia

Home in Marathon

5 out of 5 average rating, 3 reviews

KCB Tropical Escape

Top guest favorite

A private pool is situated beside a spacious deck, surrounded by tropical plants and palm trees. Comfortable lounge chairs are placed near the pool, and stairs lead to the upper level of the stilted structure. The area offers direct access to the canal.

Home in Marathon

5 out of 5 average rating, 14 reviews

P36 - Charming and immaculate 2 Bedroom, 2 bathroo

Top guest favorite

A boat is docked beside a light blue cottage, featuring large windows that reflect on the water's surface. Lush palm trees surround the property, enhancing the tropical atmosphere and offering a serene view of the canal.

Home in Marathon

4.98 out of 5 average rating, 47 reviews

Flamingo Palms-Spring discounts-NOW available

A peaceful canal scene is presented with clear blue skies and palm trees lining the water's edge. The calm water reflects the greenery and nearby structures, creating a serene atmosphere. A patterned walkway runs alongside the canal, adding to the tranquil setting.

Home in Marathon

5 out of 5 average rating, 6 reviews

Chiquita Waterfront Home

A rattan chair with a rounded backrest is positioned against a striped wall. The chair displays decorative pillows and a light throw blanket. A small side table holds a lamp and a decorative item, contributing to a relaxed atmosphere.

Home in Marathon

4.92 out of 5 average rating, 50 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

An inviting living area features a cozy sectional sofa adorned with patterned pillows. Large windows provide ample natural light, while a TV stands on a wooden console. A dining area with a light fixture and a view of the balcony is visible in the background.

Home in Summerland Key

4.75 out of 5 average rating, 8 reviews

Sailfish Dream on Cudjoe Key-28 day minimum

Luxury beachfront home rentals

A serene view is presented from the pool area, featuring gentle waves lapping at the shore and numerous sailboats anchored in the harbor. Two palm trees provide shade, and a well-maintained lawn borders the pool, enhancing the coastal ambiance.

Home in Marathon

5 out of 5 average rating, 8 reviews

Sandbox

A spacious beachfront home is depicted, featuring a large outdoor area with neatly arranged tropical plants. A well-maintained pool is visible in the backyard, alongside a staircase leading to wraparound balconies that provide ample views of the surroundings.

Home in Marathon

4.89 out of 5 average rating, 66 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Three colorful adirondack chairs—one red, one yellow, and one green—are positioned on a sandy beach under palm trees. The calm blue water extends towards the horizon, while a rocky wall forms a subtle boundary in the background.

Home in Marathon

4.9 out of 5 average rating, 31 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

A serene waterfront property is shown, featuring a private heated pool surrounded by lush palms. A boat dock is visible alongside the tranquil canal, with kayaks available for exploration. The exterior of the house showcases a balcony overlooking the water, creating a peaceful retreat.

Home in Marathon

5 out of 5 average rating, 3 reviews

*NEW!*Paradise Palms~Dock~Pool~Kayaks Grill~View!

Top guest favorite

A private backyard showcases a tranquil pool surrounded by a stone deck. Comfortable lounge chairs are positioned for relaxation, with a vibrant float placed in the water. The blue exterior of the house enhances the outdoor space under a partly cloudy sky.

Home in Marathon

5 out of 5 average rating, 76 reviews

New Private 4/3 Single Family - Kayaks & Bicycles+

A spacious outdoor porch features a round dining table surrounded by four chairs. A kayak is positioned nearby, and lush greenery and water views are visible in the background, enhancing the inviting outdoor space.

Villa in Duck Key

4.95 out of 5 average rating, 139 reviews

Beach House - Kayaks & 2/2.5 Villa

A modern waterfront home is showcased against a bright blue sky. The property features a spacious pool deck with lounge chairs and a private dock extending into calm turquoise waters. Palm trees and neighboring homes create a serene coastal environment.

Home in Marathon

5 out of 5 average rating, 8 reviews

Azul Paradise - Waterfront - Heated Pool - Dock

A spacious outdoor deck is furnished with modern, comfortable seating arrangements, including large sectional sofas and individual chairs. The tranquil ocean is visible beyond the railing, under a partially cloudy sky illuminated by the sun, creating a serene atmosphere.

Home in Marathon

4.93 out of 5 average rating, 30 reviews

Oceanview Retreat

Destinations to explore