Ski-in/Ski-out vacation rentals in West Indies

4.95 out of 5 average rating, 129 reviews

A serene beach scene captures two individuals enjoying shallow waters near the shore. Clear blue skies enhance the peaceful atmosphere, while gentle waves lapping at a soft sandy beach emphasize the tranquility of the surroundings. Lush greenery and palm trees frame the scene in the background.

Apartment in Luquillo

Vacaciones Frente al Mar de Luquillo!

This place is a SANTUARY Just what we all need at this moment .Been able to breath fresh air from a clean beach ocean .Taking Sun every day walking to swim looking at amazing Sunset. Connecting with nature . The Apartment is in Punta Banderas the Best Spot in All Luquillo .because its been always like a Private Beach and at this moment is what we really need ! Its a front Beach PH apartment with a roof top for dining and relaxing after a sunny day!! I personally take care of the cleaning crew

Apartment in Licey al Medio

A person stands on a balcony overlooking a swimming pool, framed by vertical bars. The view includes palm trees and a sunny courtyard with colorful buildings in the background. Clear blue skies are visible, enhancing the relaxed atmosphere of the outdoor space.

4.97 out of 5 average rating, 118 reviews

Cute relaxing pool view near to the airport 2 room

Fénix home-santiago is located in one of the best cleanest,relaxing areas in Santiago. We are located in a strategic area that allows us to move all around the city easily, fast and safely. •15 minutes from down town santiago. .13 minutes from the airport. .5 minutes from bravo’S super market. 1 minute from the circunvalación norte. 35 min to puerto plata. 11 min to the centro leon 8 min to the plaza internacional Close to many restaurants , supermarkets, shops and more And more.

4.93 out of 5 average rating, 257 reviews

A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.

Condo in Grand Harbour

Sanctuary Serene | 2BR Waterfront | Porch & Pool

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

4.77 out of 5 average rating, 306 reviews

A modern tiny house with a vibrant pink exterior is set against a tranquil evening sky. A small patio area features four black chairs under a white umbrella, surrounded by green landscaping. Utility lines are visible in the background, adding to the suburban character.

Guest suite in Ponce

Down Town Village, hasta para 4 personas.

Encantador y moderno Tiny House con planta electrica en el centro de Ponce a pasos de la Plaza las Delicias , Museo de Arte de Ponce, Plaza del Caribe, Restaurantes, Playas como caja de Muerto o Cardona (ferry), Farmacias, Teatro la Perla, Cruceta del Vigía, Castillos Serralles, Universidad Catolica de Ponce entre otros. Capacidad máxima para 4 personas. Ven con tu familia o amigos y pasa unos dias estupendo en el sur de la isla. Se aceptan mascotas con un cargo de $25 por estadía

4.85 out of 5 average rating, 117 reviews

The image captures a vibrant pool area surrounded by lounge chairs and tropical plants, with a view of the water and city skyline in the background. Clear blue skies reflect over the pool, creating a serene relaxation space. Palm trees stand prominently along the waterfront.

Condo in Miami Beach

Cozy large Studio in hotel overlooking Miami Beach

Luxury spot with stunning sunsets that can be appreciated from the pool area. Spa and restaurants and bar are among the great amenities at this beautiful location. Daily resort fees (paid upon arrival ) include: Welcome cocktail , Poolside amenities (2 chaise lounge chairs and towels)/kayaks & paddle-boards/Gym/2 hours beach cruisers/ fresh brewed coffee. EARLY CHECKING or LATE CHECKOUT MAY BE requested up on availability at $75 per request. BTR008203-11-2019 License #CND2332048

4.98 out of 5 average rating, 160 reviews

A hot tub filled with bubbles is set against a scenic backdrop of lush green hills and a lake. The wooden deck offers a natural and tranquil setting, inviting relaxation and enjoyment of the surrounding beauty.

Cabin in Guatapé

Private,close,Lake,Jacuzzy,Stone,Paddle &Breakfast

BEAUTIFUL CABIN ★3 minutes from Guatape and 4 minutes from La Piedra, private cabin on the edge of the reservoir, all deliveries of restaurants, liquors, supermarkets arrive, unique experiences, surfing boards included, full kitchen, mini fridge, TV with Netflix, live an experience with your partner, a space to rest, get out of the routine, connect with nature, unparalleled close-up view of the reservoir and La Piedra, you can enjoy the amenities of Guatapé and La Piedra

4.86 out of 5 average rating, 170 reviews

Aerial view showcases a serene lakeside property with a private pool surrounded by lush greenery. The tranquil blue waters reflect vibrant land features, while gentle slopes lead down to the water's edge, highlighting the cottage's peaceful setting in nature.

Cabin in El Peñol

Villa Del Mar Jacuzzi Fireplace Pool & Boat Dock

Breathtaking rock and lake views, a perfect-size pool, jacuzzi, and a unique tip-of-the-peninsula setting make our private cottage one of the most sought-after in El Peñol & Guatapé. Surrounded by water, with a large boat dock, it offers full comfort in nature. Enjoy 2 kayaks, paddle board, pool floats, hammocks, fireplace, fire pit, charcoal/propane BBQs, multiple decks, a scenic viewer, WiFi, and 4 TVs—everything for a spectacular stay.

4.89 out of 5 average rating, 356 reviews

A serene outdoor space is depicted, featuring a private hot tub surrounded by lush plants, including vibrant flowers. The view reveals a tranquil lake and distant hills under a softly glowing sky, with sunlight filtering through the clouds.

Cabin in Guatape

Casa los Nidos. Privacy , experiences , Lake acces

100% private . This special place is located in the most beautiful area in Colombia, surrounded by a 70km Sq lake vista. You will awake right in the heart of nature’s most beautiful offerings, instantly refreshing your mind and soul such is the amazing tranquility and energy of this location, and we always have water because we are located in the second biggest and deepest part of the lake. tranquility and private services.

4.86 out of 5 average rating, 201 reviews

A vibrant blue house is set against a cloudy sky, surrounded by lush greenery and colorful plants. A pathway with stones leads to the entrance. An observation tower can be seen in the background, enhancing the natural ambiance of the area.

Home in Monteverde

Natural Wonders House: Where nature awaits you!

The house is walking distance of Santa Elena but secluded enough to give you the contact with nature and the privacy that is looked for when you come to Monteverde. Internet, cable tv, washer, dryer and a fully equipped kitchen and a bathtub provide all you will need to make your stay an enjoyable one. It has two rooms, where one of them has a private bath tub and bathroom.

4.95 out of 5 average rating, 197 reviews

A private jacuzzi is surrounded by lush greenery, with a vibrant red umbrella providing shade. A decorative vase filled with tropical flowers is placed nearby. Comfortable seating is arranged on a wooden deck, promoting relaxation in a tranquil outdoor setting.

Home in La Fortuna

Arenal area farm,birds, river Bukala Village Lodge

Escape to a hidden gem in La Fortuna—where adventure meets heart. Surrounded by lush nature, this cozy, family-friendly haven offers a private hot tub, a charming farm with animals, and the heartfelt care of Magdalena and Max. Start your day with fresh farm eggs, explore volcano trails, then unwind to birdsong and stars. A place where memories are made and peace finds you.

Apartment in Villa de Leyva

The serene patio features hanging decorations and plants in pots, creating a calm atmosphere. Small tables with chairs are arranged to invite relaxation. The surrounding walls display natural textures, and wooden beams add a touch of warmth to the space.

4.96 out of 5 average rating, 135 reviews

Suite Apartment with Jacuzzi, Casa Florita 102

Apart suite of 70 m2 (30 private and 40 terrace), 1 block and a half from the central square via Duruelo, in one of the quietest streets. With excellent natural light, with a jacuzzi for EXCLUSIVE USE. Ideal for couples; double bed of 1.40 meters, living room, dining room, kitchen with fridge and utensils, shower and separate bathroom. WiFi Internet and 58-inch TV.

5 out of 5 average rating, 125 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. Just 10 min from SJU Airport and Isla Verde beaches. Three spacious bedrooms with private baths. Fully remodeled. Equipped with generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for West Indies ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

Home in Savegre de Aguirre

A newly built home is set against a lush landscape, featuring a green roof and surrounded by tropical foliage. A private pool is visible in the backyard, with a stone patio area for relaxation. Scenic views of the mountains are observed in the background.

5 out of 5 average rating, 60 reviews

Incredible Mountain Views

KarenRating, 5 stars2 months ago

Nicely appointed home, in the hills of the jungle above the town of Dominical. Mary and Eddy were excellent hosts and responsive to our questions. They even bought new boogie boards for our use! You’ll definitely need a 4x4, but if you’re looking for something quiet and off the beaten path, you’ll enjoy this home. Thank you Mary and Eddy for a nice stay!

4.73 out of 5 average rating, 11 reviews

A modern exterior is presented, featuring a sleek blue and gray façade. Large windows are framed in white, and a prominent front door with a contemporary design stands at the center. Concrete paving creates a clean entrance, complemented by a well-maintained surrounding area.

Home in Carolina

Vista cangrejo

ZairaRating, 5 stars3 months ago

Excelente alojamiento para ir con la familia, amplio,limpio, la Piscina excelente. La comunicación con Angel excelente. Responde rápido .Lo recomiendo

4.89 out of 5 average rating, 9 reviews

A spacious outdoor terrace overlooks the lake and surrounding mountains, offering a serene natural setting. A glass-top table is complemented by white wicker chairs, while a colorful side table adds a pop of color. The space is designed for relaxation and enjoying the view.

Home in Macanal

Casa frente la represa de Chivor, muelle privado

JulianRating, 5 stars2 months ago

realmente las fotos no hacen justicia al lugar, es muy lindo, cómodo, amplio y sofisticado. El señor Henry fue muy amable y atento, tienen todo tipo de vehículos para acceder al lugar y ofrecer actividades extras en la estadía. muy recomendado, adicional mente tiene una vista increíble a la represa

4.97 out of 5 average rating, 163 reviews

A peaceful waterfront scene captures the private dock extending into calm waters. Surrounding homes exhibit tropical landscaping with palm trees, while boats are secured at the docks. The cover on the boat lift provides shade, enhancing the environment for outdoor activities.

Home in Cape Coral

“Cape Paradise”Waterfront.GulfAcc.Jcuzi.Heat Pool.

ScottRating, 5 stars2 weeks ago

Beautiful home. Clean, and had everything I needed for a great stay. Entire proceas was easy, and stress free. Would highly recommend this property, and wouldn't hesitate to stay here again. Thank you Marcell & Mo, your home is fabulous.;-)

5 out of 5 average rating, 9 reviews

Inside the studio, a queen size bed with dark bedding is positioned against a bright wall. A colorful patterned sofa is placed nearby, accompanied by a small table and mirror. Two windows provide natural light, while light tiles create a spacious feel.

Home in Rincón

Bright cheerful Studio minutes to the beach!

SteveRating, 5 stars2 months ago

As advertised or even better. This little place offers a very authentic Puerto Rico experience. If you're seeking an ice cold room with a big screen tv, look elsewhere. If you crave simplicity and proximity to the natural beauty, this is your place. The view on the patio is amazing. I could never tire of breakfast with that sunrise view. Alex, the host, is very responsive and very kind.

4.89 out of 5 average rating, 19 reviews

A modern home is set in a lush landscape, featuring a light-colored exterior and a distinctive turquoise front door. The well-maintained driveway leads to a spacious garage, surrounded by vibrant greenery and tropical plants that enhance the inviting curb appeal.

Home in Marco Island

5 Beds 3 BDR 2 Bath Heated Pool, Grill, Patio

SaraRating, 5 stars1 week ago

We loved staying here! They had everything we could need for our stay. The owners were quick to respond which is always helpful.

4.93 out of 5 average rating, 349 reviews

A well-lit studio features a spacious sleeping area with a blue-accented wall and a large bed. A mirrored dresser sits opposite a television. A small dining space is visible, furnished with a table and chairs. Light filters through the curtains, creating a bright atmosphere.

Home in Alajuela

Casita Tio Juan Airport Int. a 15 minutos

Luis CarlosRating, 5 stars1 month ago

Excelente atención por parte de Rodney. Lugar muy bonito.. Fijo en otra ocasión volvería..

4.98 out of 5 average rating, 66 reviews

A tiki hut provides shaded seating on a spacious sun deck, overlooking the canal. A set of lounge chairs is arranged on the deck, complemented by a bean bag toss game positioned nearby, creating a relaxing outdoor space for enjoyment.

Home in Cape Coral

Enchanting Waterfront Villa With Lots of Amenities

Keith And TracyRating, 5 stars3 months ago

Exceptional! Jesse was great to work with. He provided great information - actually created a nifty book for places to visit. He was very accommodating with any special request and was very responsive. We felt like we made a friend who was truly interested in making our visit the best he could.

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Family-friendly, ski-in/ski-out home rentals

4.82 out of 5 average rating, 157 reviews

A modern outdoor pool area is featured, surrounded by lounge chairs with orange cushions. Umbrellas provide shade, and potted plants add a touch of greenery. The building's sleek facade stands in the background, showcasing multiple balconies and large windows.

Apartment in CARTAGENA

Luxury Brand New Apartment Morros City Bocagrande

TonyRating, 5 stars3 weeks ago

Nuestra estancia fue increíble, la pasamos de lo mejor, teníamos vistas privilegiadas y la zona es muy nutrida en restaurantes y lugares para visitar. Definitivamente volvemos! 🙌✨

4.94 out of 5 average rating, 31 reviews

A palm tree stands prominently in front of a single-story building with light-colored walls. The entrance features large windows flanked by another palm tree, and a wooden door is visible to the right, complementing the greenery and natural setting.

Guest suite in Havana

Cojimar Le Garage, Habana, Cuba.

Brenda And OrlandoRating, 5 stars14 months ago

Una pena que tan sólo nos hospedamos una noche. Felipe y Roxana fueron muy flexibles al autorizarnos 11 am la hora de entrada que usualmente es a las 3pm. Al llegar tanto Felipe como Roxana nos recibieron, nos entregaron la llave y nos hicieron sentir como en casa. El lugar nos encantó. Es muy acogedor, espacioso y extremadamente limpio en todas sus áreas. Las fotos son tal cual las publicadas y el lugar es muy privado separado de la casa de los anfitriones, pero al lado. De inmediato sepusieron a nuestra disposición de tener alguna necesidad. Verdaderamente regresaremos a hospedarnos inmediatamente regresemos a Cuba!

4.8 out of 5 average rating, 85 reviews

A serene view of a clear swimming pool reflects the surrounding palm trees and the blue sky above. Comfortable lounge chairs with striped fabric are positioned nearby, inviting relaxation. The architecture showcases a modern design with natural wooden accents.

Cottage in Moñitos

Casa de Playa Shangai, Beach house pool more

GuillermoRating, 5 stars3 days ago

La cabaña tiene un buen diseño que la hace confortable térmicamente para una buena estadía. las habitaciones tienen mosquiteros, AA y ventiladores, lo que hace que sea confortable estar en ellas. El entorno es muy lindo, con muy amplias zonas verdes donde se aprecia mucha fauna en estado natural y con vista a un lago con lo que se tiene una muy buen experiencia del paisaje. La percepción es la de un lugar muy amplio y natural, con buenas vistas cercanas y lejanas. La piscina cuenta con sol al medio día y sombra en la tarde, esto es muy oportuno para un buen descanso. La playa queda cerca y es tranquila, aunque el camino puede estar en mal estado si hay invierno, pero no impide transitarlo. La zona, como gran parte del caribe colombiano, tiene inestabilidad del servicio eléctrico, sin embargo la cabaña cuenta con planta generadora de energía y el buen diseño de los espacios de la casa hace que cuando no haya flujo eléctrico, la temperatura sea aceptable. El staff es extraordinario

4.94 out of 5 average rating, 33 reviews

A spacious studio apartment showcases a large bed dressed in neutral linens, complemented by a comfortable sofa. Floor-to-ceiling windows offer expansive views of the ocean, while soft natural light illuminates the space. The room features a sleek design with a minimalist decor.

Condo in Miami Beach

OCEANVIEW Condo King size bed with free parking

CoreyRating, 5 stars3 weeks ago

Great location & easy to navigate

4.89 out of 5 average rating, 87 reviews

A serene pool area is showcased, surrounded by lush palm trees and greenery. A clear blue pool reflects the sky above, while the distant ocean and beach are visible beyond a gentle landscape. Sun loungers are positioned around the pool, inviting relaxation.

Condo in Oranjestad-West

Luxury Patio in Oceania with View to Eagle Beach

JudiRating, 5 stars4 months ago

we loved the location.. away from touristy big Hotel section.. calm quiet beach.. we really appreciated that that Jaimie give us a late checkout time..

4.96 out of 5 average rating, 49 reviews

A serene outdoor space features a heated pool surrounded by lounge chairs. Lush tropical landscaping creates a private atmosphere, while twinkling lights accentuate the area. A brick patio leads to a dining table, providing an inviting spot for gatherings.

Home in Fort Lauderdale

Tropical Heated Pool Home,Welcome to Palm Terrace!

JessicaRating, 5 stars1 month ago

We had an amazing time during our stay here. The house was so clean and beautiful. The backyard is like a little oasis. It’s centrally located so we didn’t have to uber more than 10 minutes for anything! David was EXTREMELY responsive and easy to work with. I highly recommend this property and would stay here again!

4.98 out of 5 average rating, 41 reviews

The guest house exterior features a vibrant mural depicting local flora and fauna. A welcoming entrance is flanked by lush greenery and a well-maintained lawn. The traditional roof complements the colorful design, while a covered porch provides an inviting outdoor space.

Cottage in Armenia

Charming Nature House/ Finca Tradicional Cafetera

AndreaRating, 5 stars5 months ago

El sitio es muy lindo, tranquilo y relajante. El alojamiento está muy bien equipado, cuenta con todo lo necesario para una agradable estadía.

4.88 out of 5 average rating, 24 reviews

A two-story house features a wooden design, surrounded by lush greenery. A blue swimming pool is set in the foreground, with a patio area and seating visible. The kitchen and dining space are presented on the lower level, offering easy access to outdoor living.

Vacation home in Malpais

Casa Guanacaste

JaimeRating, 5 stars2 months ago

It’s always a pleasure to stay at Freddy’s place. He’s a great host. The pool is lovely and the property is surrounded by nature. The house is comfortable and cozy with lots of outdoor space. This is our favorite place to stay when we are working in the area.

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Ski-in/ski-out cabin rentals

5 out of 5 average rating, 8 reviews

A modern two-story building is shown alongside a clear blue swimming pool. Lush green grass surrounds the pool area, with well-maintained hedges and flower beds enhancing the outdoor space. The structure features large windows that provide ample natural light.

Cabin in Juan de Acosta

Cabaña el Atardecer- Juan de Acosta

KerenRating, 5 stars2 weeks ago

Excelente anfitriona , muy atenta , se preocupó en todo momento porque todo saliera perfecto , sin duda alguna me súper recomendada

Cabin in Bijagua de Upala

A wooden cabin is surrounded by greenery, featuring a red roof and large windows allowing natural light inside. The structure is elevated, with a staircase leading to the entrance. The landscape includes trees and a clear blue sky, creating a serene environment.

4.86 out of 5 average rating, 70 reviews

Cabaña Cedros

KeylaRating, 5 stars1 week ago

La cabaña hermosa, el lugar muy privado y tranquilo. Olger excelente anfitrión, atento y en la cabaña había de todo lo necesario para cocinar! Quizás lo único que no me percaté es que no hay TV pero, en la descripción no estaba peor quizás sea importante el detalle para otras personas.

4.78 out of 5 average rating, 227 reviews

A modern cabin with wooden walls and a terracotta tiled roof sits surrounded by greenery. Large windows allow natural light to fill the interior, while palm plants and neatly trimmed shrubs enhance the welcoming exterior landscape.

Cabin in La Fortuna

Habana Cabana

ThanishkaRating, 5 stars1 week ago

Altamente recomendado. Todo súper limpio, excelente ubicación y en la cabaña se tiene lo necesario. ¡Nos encantó!

4.7 out of 5 average rating, 23 reviews

A single-story wooden house is framed by lush greenery and colorful shrubs. A covered porch offers shelter, while large windows provide natural light. The entrance features a wooden door and simple decorative details, enhancing the tranquil and welcoming exterior.

Cabin in Pérez Zeledón

Cabaña los pitufos en Pérez Zeledón

CarlosRating, 5 stars2 months ago

La estadía estuvo bonita y el tiempo que estuvimos ahí la pasamos bien.

JulianRating, 5 stars10 months ago

A tranquil beach view is captured, with soft waves lapping at the shore. The sky displays warm hues characteristic of sunset. Palm trees gently sway in the foreground, framing the scene with a sense of relaxation and serenity, enhancing the coastal experience.

Cabin in Ciénaga

Cabaña villa oti

The host is very helpful and attentive. The beach is right outside with restaurants and bars.

5 out of 5 average rating, 6 reviews

A charming red cabin is situated on a hillside, surrounded by lush greenery. Large windows offer ample natural light and panoramic views of the surrounding nature. The structure stands elevated, providing a sense of privacy amidst the landscape.

Cabin in Sierra

cabaña cuesta del yugo

MommoRating, 5 stars1 month ago

We booked this little house before going to Monteverde NP and it was very much worth it. The location is on a hill so a decent car is advised, the views are amazing, Mari was there to welcome us and show us the lock for the gate, the views are amazing, there is a bit of street noise but it didn't bother us too much, and also: the views are amazing! Really!

5 out of 5 average rating, 7 reviews

A spacious living area is furnished with dark leather sofas featuring colorful throw pillows. A coffee table sits on a vibrant green rug, while large windows with orange curtains provide natural light and views of the surrounding greenery.

Cabin in Buena Vista

En jarabacoa VillaCandita

YokastaRating, 5 stars1 month ago

Excelente alojamiento, me sentí como en casa, sin dudas volvería. La anfitriona la Sra. Candita, excelente servicio humano. Un 100de 10.