Alquileres vacacionales en Upper Sugarloaf Key

Cabaña frente al mar con vistas al mar abierto

Oceanview Serenity ofrece impresionantes vistas al mar abierto y un rompeolas de 60 pies para tu barco. Incluye tabla de paddle, kayaks y mucho más. Cabaña de 2 dormitorios recientemente renovada con capacidad para UN MÁXIMO DE CUATRO (4) HUÉSPEDES, con una cama tamaño king en el dormitorio principal y una cama tamaño queen en el dormitorio de invitados (ambas con colchones JW Marriott nuevos para mayor comodidad). ¡Todos los electrodomésticos son nuevos! Disfruta de las comodidades del complejo turístico, como piscina, jacuzzi, tenis y tienda en el puerto deportivo. A solo 30 minutos de Key West. TARIFA ÚNICA DEL COMPLEJO TURÍSTICO DE $125 A PAGAR AL MOMENTO DEL CHECK-IN (POR ESTANCIA, NO POR PERSONA)

Casa junto al mar 107, muelle, kayaks, bicicletas, piscina, pesca,

Esta lujosa casa con vistas al océano Atlántico forma parte de Sunrise Beach Resort, una exclusiva comunidad cerrada construida en 2007 con solo otras 10 casas. Esta es la número 107 y también alquilo las casas adyacentes 111 y 109 en caso de que necesites más de una. Estamos a 120 pies de la orilla del mar, frente al suroeste. Relájate en tu hamaca privada o disfruta del precioso paisaje tropical y las brisas frescas en los balcones o junto a la piscina, donde puedes tomar el sol, pescar o navegar desde los muelles. Cayo Hueso está a 17 millas de distancia.

Key West Outpost: vacaciones ecológicas

The Outpost es una experiencia única. Este es un lugar donde puedes estar completamente desconectado, pero aún así tener todas las comodidades. Cabaña privada de conchas en las aguas del campo que rodean Cayo Hueso. Disfruta viendo la increíble vida silvestre desde tu terraza privada. Puedes hacer surf de remo, kayak o pesca con aparejos ligeros justo al lado del barco. Incluso puedes añadir excursiones ecológicas para mejorar la aventura. Te llevaremos a tu llegada y te traeremos de vuelta el día de tu salida, a través de uno de nuestros otros barcos.

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Cottage

Experience island living at Sugarloaf RV Resort & Cottages in the Lower Keys, just 25 minutes from Key West. Our NEW Two-Bedroom Cottages sleep up to 6 guests with two queen beds and a full-size pull-out sofa. Enjoy a kitchenette with a double-burner stovetop, pots, pans, dorm fridge, microwave, K-Cup coffee maker, toaster, dishes, and utensils. Relax on your private patio and enjoy resort amenities including a heated / chilled pool, kayaks, paddle boards, bicycles, and a peaceful private lake.

Casa Blanca: ¡recibe 400 $ para alquilar un barco!

Recibe un certificado de regalo de 400 $ para alquilar un barco. Cuando reserves una semana para cualquiera de las fechas y la casa a continuación. Al reservar una semana completa en uno de nuestros alojamientos entre las fechas de Del 1 de septiembre de 2026 al 19 de diciembre de 2026, excepto del 21 al 28 de noviembre de 2026 Ponte en contacto con nosotros antes de reservar para disponibilidad de barcos. Los kayaks vienen con el alquiler. Pequeño muelle flotante para tu barco.

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Starlight Serenity - Hideaway with Stunning Views

Escape to paradise at this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key sleeping up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails. The spacious outdoor area is ideal for dining, lounging, and soaking in the tropical ambiance. Whether you're relaxing indoors or savoring the outdoors, this home offers the perfect blend of comfort and tranquility. Book your next getaway for 3 nights or more!

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

Palm Breezes! Room for Everyone on the Ocean.

This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.