We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Airbnb your place

Places to stay near Sugarloaf Beach

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Sugarloaf Beach

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A covered patio area features colorful adirondack chairs arranged along a stone pathway. Ceiling fans are positioned above, creating a comfortable outdoor lounging space. Views of palm trees and water are visible in the background, enhancing the relaxing ambiance.

Condo in Key Largo

4.99 out of 5 average rating, 110 reviews

Enjoy sunsets & sunrise in your home away home.

Keys largo best kept secret. Enjoy all that Florida keys have to offer. Superb location close to main land and best of all on the water. Enjoy sunset on your private dock. Don't worry about parking you have you very own private spot. Very close to miami if you wish to venture out off the Florida keys. Great beaches and great restaurants. Come and enjoy the best that Florida has to offer. Great location to relax. You can enjoy the pool, tennis and basketball. You can eat in the club on the water.

Camper/RV in Key Largo

4.96 out of 5 average rating, 114 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp that has kayak rentals, glass bottom boats, create memories scuba diving/snorkeling

A spacious outdoor dining area features a glass-top table with several red chairs, set against a vibrant backdrop of greenery and water. The view of the calm sea and fluffy clouds can be seen in the distance, enhancing the tranquil setting.

Home in Cudjoe Key

4.83 out of 5 average rating, 30 reviews

Yellow Home Free Pontoon Rental! See details

If you book your stay for the days shown below March 30th - April 15th, 2025 April 23rd - May 3rd, 2025 May 17th - May 31st, 2025 June 6th - June 13th, 2025 Receive a free 2 day boat rental for a week reservation, 1 day for a 3 days or more reservation. Please reach out before booking for boat availability. Beautiful 3 bedroom 2 bath home nestled off of US 1. Kayaks included with the rental. Private heated pool and deck with a view of the Atlantic Ocean. Boat dockage available with parking.

A serene aquatic scene showcases crystal-clear turquoise waters stretching to the horizon. Small boats are seen floating on the surface, with a few partially submerged. Fluffy white clouds drift across a deep blue sky, enhancing the tranquil environment.

Vacation home in Key Largo

4.94 out of 5 average rating, 116 reviews

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

A modern living area features a spacious white sectional sofa adorned with blue and green decorative pillows. A wooden dining table with white chairs is positioned nearby. Above, a stylish fan circulates air while artwork in calming hues decorates the walls, complementing the light wood flooring.

Home in Key Largo

4.91 out of 5 average rating, 100 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

No hidden fees! Casa Azul blends luxury and laid-back island vibes in the heart of Key Largo. With Superhost status and hundreds of 5-star reviews, a perfect escape. Voted the #1 Vacation Rental in Key Largo, it’s ideal for families, couples, and groups alike. Enjoy a free golf cart, fast Wi-Fi, 2 pools, private beach, saltwater lagoon, kayaks, tennis and pickleball courts with gear, marina access, boat ramp, trailer parking, and optional slip rentals. Salt Life meets luxury - this is the one.

A community pool area is depicted, featuring a clear blue pool surrounded by a sun deck. Lounge chairs are positioned nearby, and colorful Adirondack chairs line the railing, providing a view over the water under a bright blue sky with scattered clouds.

Home in Cudjoe Key

4.91 out of 5 average rating, 110 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

A serene waterway is framed by lush greenery, with the calm surface reflecting the surrounding trees and structures. Boats are docked at a well-maintained pier, with the gentle morning light casting a warm glow on the scene.

Apartment in Key Largo

4.93 out of 5 average rating, 154 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Condo in Tavernier

4.97 out of 5 average rating, 108 reviews

Modern and Coastal 3212 is Across from Pool

Are you looking for a Caribbean Vacation in a tropical resort without leaving the USA? Look no further than our Ocean view 2 bedroom and 2 bath condo at Ocean Pointe Suites! Our property offers: 24 hour front gate security, Heated Junior Olympic Pool with 15 person hot tub, tropical Beach, Marina, Tennis/Pickle ball courts. Enjoy the newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

A heated pool is framed by two thatched umbrellas, offering shade and relaxation. Surrounding the pool are several wooden lounge chairs, inviting comfort in the sun. Lush greenery is visible in the background, enhancing the serene ambiance of the outdoor space.

Home in Marathon

5 out of 5 average rating, 33 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

A scenic dock is visible, featuring a cleaning table beside calm waters. Palm trees are seen along the shoreline, and boat slips are lined up on either side, creating an inviting atmosphere for water activities.

Apartment in Key Largo

4.92 out of 5 average rating, 264 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

A sunlit private beach area features lounge chairs arranged on soft white sand. Tiki huts provide shaded seating, surrounded by vibrant palm trees and umbrellas. The ocean sparkles under a clear blue sky, with boats visible in the distance.

Condo in Key Colony Beach

4.92 out of 5 average rating, 232 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 relaxing outdoor seating area is surrounded by vibrant blue chairs facing a calm waterway. A central table features a fire pit, and string lights hang above. Lush greenery can be seen along the shoreline, creating a tranquil atmosphere.

Camper/RV in Key Largo

4.78 out of 5 average rating, 18 reviews

A motorhome in paradise

This place is truly unique. Beautiful cozy has everything you need to have a good vacation pool Marine park Rest area By the sea beautiful views of the sunfall Area to wash up near supermarkets and restaurants definitely a beautiful place It is a TRAILER FIELD surrounded by nature it is not a 5-star hotel or anything like it If you really like adventure and feeling nature air sea beautiful views this is a perfect place No pet

Popular amenities for vacation rentals near Sugarloaf Beach

Free parking on premises

Air conditioning

Other top sights near Sugarloaf Beach

Duval Street62 locals recommend

Higgs Beach21 locals recommend

Sloppy Joe's Bar45 locals recommend

Fort Zachary Beach Area5 locals recommend

Conch Republic Seafood Company22 locals recommend

Blue Heaven52 locals recommend

Condo rentals with wifi

A serene view of the marina is presented, featuring multiple boats docked along the water. The bright blue pool, surrounded by lush green palm trees, reflects the clear sky above. A white pergola frames the outdoor area, enhancing the coastal landscape.

Condo in Key West

4.97 out of 5 average rating, 72 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

A scenic view captures the marina lined with docked boats, extending towards the sparkling turquoise waters of the Atlantic Ocean. Lush mangroves frame the waterway, while a clear sky with scattered clouds creates a tranquil coastal atmosphere.

Condo in Tavernier

4.89 out of 5 average rating, 133 reviews

1BR - Key Largo Sun & Sand Hideaway

Condo in Tavernier

4.87 out of 5 average rating, 149 reviews

Reel Large END Unit in Ocean Point Suites

Condo in Key Largo

4.87 out of 5 average rating, 120 reviews

Kawama Breeze

A modern kitchen is showcased, featuring stainless steel appliances, including a microwave, oven, and refrigerator. Sleek white cabinetry complements the light-colored countertops. A view into the adjoining space is visible, hinting at a well-lit dining area.

Condo in Key West

4.9 out of 5 average rating, 138 reviews

Tropical Escape at Sunrise

A sleek boat is anchored in clear turquoise waters, reflecting sunlight. Calm waves shimmer around the vessel, with a backdrop of a bright blue sky dotted with white clouds. The tranquil setting suggests an ideal spot for water activities.

Condo in Key Largo

4.87 out of 5 average rating, 128 reviews

Waterfront Spacious Condo Key Largo #4, 10% Off 7+

A spacious balcony features two comfortable blue chairs and a small table. The view overlooks lush gardens and the Atlantic Ocean, framed by palm trees. Large sliding glass doors allow access to the interior, while the cloudy sky creates a serene ambiance.

Condo in Key West

4.88 out of 5 average rating, 99 reviews

Key Wes't Best- Upgraded condo 5 mins to Smathers

Top guest favorite

Condo in Tavernier

4.98 out of 5 average rating, 194 reviews

Ocean Views at Ocean Pointe

Family-friendly house rentals

A wooden dock extends over the turquoise waters, supported by sturdy wooden posts capped with white tops. The clear sky above complements the tranquil scene, with hints of distant land visible along the horizon.

Home in Key Largo

4.9 out of 5 average rating, 398 reviews

Your Keys Getaway!

Top guest favorite

Home in Marathon

4.94 out of 5 average rating, 185 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

Top guest favorite

The living area features a comfortable light blue sofa and a glass-top coffee table, complemented by tropical-themed decor. A ceiling fan circulates air above, while a kitchen bar with high chairs is visible in the background. Natural light enters through multiple windows, enhancing the welcoming atmosphere.

Home in Islamorada

4.97 out of 5 average rating, 188 reviews

Flakey's

A spacious living area features high ceilings and modern decor. A large wooden dining table with transparent chairs is positioned nearby. Vibrant art adorns the wall, adding a splash of color, while comfortable seating invites relaxation. Natural light fills the room from multiple windows.

Home in Marathon

4.95 out of 5 average rating, 131 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

The exterior of the historic cottage is shown, featuring light blue shutters and a welcoming front door. Lush tropical plants and vibrant flowers enhance the front garden. A covered porch with decorative railing offers a charming touch, inviting visitors to enjoy the serene surroundings.

Home in Key West

4.92 out of 5 average rating, 283 reviews

Family House, 2 K BR's, Private Spa/Deck, 2 pools.

Top guest favorite

Home in Key Largo

4.97 out of 5 average rating, 156 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

A well-maintained community pool is surrounded by lush tropical landscaping. Palm trees add to the serene atmosphere, while poolside loungers and a shaded area provide relaxation options. The water glistens under the clear blue sky, enhancing the inviting outdoor space.

Home in Key West

4.85 out of 5 average rating, 155 reviews

Coral Hammock Poolside Home 3 bdrm 3 bath10 minute

A charming conch cottage is showcased, featuring a light pink exterior and a welcoming front porch with white railings. Lush greenery and palm trees surround the home, offering a tropical atmosphere. Bright sunlight enhances the inviting entrance and adds warmth to the scene.

Home in Key West

4.89 out of 5 average rating, 114 reviews

Fleming-O

Apartment rentals with air conditioning

Top guest favorite

A bright and welcoming living space features a galley kitchen with a counter and two stools. The refrigerator is visible along with colorful walls in shades of yellow and coral. A TV unit stands nearby, and a red sofa adds a pop of color to the cozy area.

Apartment in Key West

4.98 out of 5 average rating, 496 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

A bright and inviting room features a spacious bed with white linens, set against a coral-themed accent wall. A window with wooden shutters allows natural light to enter, and a small microwave and mini fridge are visible in the corner.

Apartment in Key West

4.85 out of 5 average rating, 1,310 reviews

At Mine | Key West Suite steps from Duval Street

A comfortable living area features a patterned sofa and armchair, accompanied by a round glass coffee table. Natural light fills the space through large windows, and warm wood flooring enhances the inviting atmosphere.

Apartment in Key West

4.87 out of 5 average rating, 713 reviews

Duval Balcony - Suite Mischief

A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.

Apartment in Marathon

4.97 out of 5 average rating, 103 reviews

Beachfront Condo w/ Ocean Views in Marathon

The spacious studio apartment features a comfortable seating area with a leather sofa and armchair. Large windows allow natural light to enter, and the full kitchen with wooden cabinets is visible in the background. A dining area is positioned nearby, enhancing the open layout.

Apartment in Key West

4.85 out of 5 average rating, 270 reviews

#201 Key West Suites

A well-lit bedroom features a queen-sized bed with white linens and a wooden frame. A lay flat couch is situated against the wall. Two bedside lamps and a wooden dresser with rattan detail enhance the space. An air conditioning unit is visible on the window.

Apartment in Key West

4.91 out of 5 average rating, 194 reviews

Duval St Apartment w/ Balcony w/parking Adult Only

The living area features two spacious sofas adorned with numerous decorative pillows, creating a comfortable seating arrangement. A round white coffee table occupies the center, while light filters through large windows, illuminating the room's modern design and wooden accent wall.

Apartment in Key Largo

4.78 out of 5 average rating, 216 reviews

3. Oceanside Retreat with Canal Access, Key Largo!

Apartment in Key Largo

4.78 out of 5 average rating, 163 reviews

A Piece of Paradise in KL, Florida

Other great vacation rentals near Sugarloaf Beach

A travel book titled 'The Florida Keys Bucket List' is displayed on a round wooden table. The cover features a photograph of a bridge extending over turquoise waters, framed by clear blue skies. The book's title and author’s name are prominently displayed in bold lettering.

Home in Key West

4.92 out of 5 average rating, 53 reviews

Gone Coastal 2

Top guest favorite

A shaded seating area features a comfortable blue couch with colorful accent pillows. The deck leads to a serene waterfront view, where a small boat is moored. Lush greenery lines the opposite shore, creating a peaceful natural backdrop.

Tiny home in Key Largo

4.98 out of 5 average rating, 231 reviews

The Oasis in key largo with your own private beach

A wooden dock extends into clear turquoise waters, providing access to the surrounding landscape. Lush greenery and palm trees frame the serene view, while a brightly colored patio umbrella adds a pop of color nearby. The peaceful atmosphere is enhanced by the open sky above.

Villa in Marathon

4.95 out of 5 average rating, 135 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

The exterior of the house is showcased with a light blue color and red awnings. The elevated structure features a spacious, open area underneath for parking or outdoor activities, with a paved surface for added convenience.

Home in Marathon

4.57 out of 5 average rating, 7 reviews

Martin`s Beach House Coco Plum Dream on Avenue G 4

An outdoor theater area is outlined by a modular seating arrangement with blue cushions and dark wicker. A large projection screen is mounted on a wooden wall, creating an inviting space for movie nights. Soft lighting from overhead strands completes the ambiance.

Home in Marathon

4.9 out of 5 average rating, 31 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

Top guest favorite

An outdoor balcony space is shown, featuring a wooden table surrounded by matching folding chairs. Large glass doors provide a view of the interior, while a coastal-themed clock adorns the wall, enhancing the relaxed ambiance. The area is well-lit by natural sunlight.

Home in Marathon

4.94 out of 5 average rating, 53 reviews

Paradise Found! Oceanfront home & amazing sunrises

Two lounge chairs with green decorative pillows are positioned on a pebbled patio. Tropical palms surround the area, while a gated entrance opens to the water. The sky transitions from blue to warm hues at sunset, creating a serene retreat.

Home in Marathon

4.88 out of 5 average rating, 52 reviews

The Mini Coconut

Top guest favorite

A covered outdoor seating area features a spacious blue sectional sofa with decorative cushions. Two bright red Adirondack chairs are positioned nearby, and a table with kayaks is visible in the background, surrounded by lush greenery.

Home in Key Colony Beach

5 out of 5 average rating, 8 reviews

Cielo's Del Mar 2 - Pool / Dock / Beach Luxury in KCB

Destinations to explore

Beachfront rentals Sugarloaf Beach