Last Updated January 12, 2021 1/12/2021

Top 15 Vacation Rentals for Summer Weather in Winter

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Those longs months of winter, especially when having to shovel the sidewalks and scrape icy windshields day after day, can cause anyone to crave sunshine and warm temperatures. If you’d like to break up those chilly grey days by enjoying brilliant blue skies and pleasant weather where you can get outdoors in comfort, you’ve got many options to choose from. These rentals all provide the perfect base, from sunny Florida to California’s spectacular coast, the desert and beyond.

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5-Star Oceanfront Home - Maui, Hawaii 5 Star Oceanfront Maui, Hawaii
Credit: VRBO.com
5 Star Oceanfront Maui, Hawaii

5-Star Oceanfront Home - Maui, Hawaii

Another fabulous Hawaii option, this one-bedroom condo on Maui is truly oceanfront, allowing you to enjoy the sounds of the waves crashing just below the lanai. It sleeps up to four, with one bedroom that has a queen-size bed and a living room with a queen-sized sofa bed. Sip your morning coffee while watching the sun rise over Mount Haleakala and enjoy unobstructed views of Maalaea Bay, Molokini crater crescent, and Kihei. The space is fully air-conditioned and includes cable television and access to swimming with an ocean view in a large heated pool.

Isolated Oceanfront Executive Retreat - Melbourne Beach, Florida Isolated Oceanfront Retreat
Credit: VRBO.com
Isolated Oceanfront Retreat

Isolated Oceanfront Executive Retreat - Melbourne Beach, Florida

One of the best beachfront vacation rentals in Florida, this VRBO property is located just steps from pristine white sands in Melbourne Beach bordering a National Wildlife Refuge. You’ll have miles and miles of shoreline right out your door, with the secluded setting making it feel as if you’re on your own private beach. The one-bedroom apartment includes a private patio with a hot tub and panoramic ocean views from the kitchen, dining room and living room. With all that Florida sunshine, you’ll be able to enjoy long beach strolls and activities like surfing, fishing, swimming and beachcombing.

Cabana on the Water - Oahu, Hawaii Cabana on the Water, Oahu
Credit: Airbnb.com
Cabana on the Water, Oahu

Cabana on the Water - Oahu, Hawaii

There’s no doubt you’ll get plenty of sun with a trip to Hawaii, and this one-bedroom cabana will put you steps from the water’s edge. Take advantage of the warm weather by dining outside on the lanai and enjoy access to a shared pool, dock and tropical garden where you can pick and eat the seasonal fruit. Inside, you’ll have all the essentials, including a kitchenette with everything you need to make your own meals, a washer and dryer, and Internet TV.

Beachfront Getaway in Siesta Key - Siesta Key, Florida Beachfront Getaway in Siesta Key
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Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key - Siesta Key, Florida

This beachfront retreat will put you just steps from some of the most beautiful powdery soft sands in the country. It even comes with beach gear like a cooler, beach chairs and an umbrella. You’ll have a private beachfront seating area with a cabana, lounge chairs and picnic tables, along with BBQ grills and a heated swimming pool. Inside, there’s a modern kitchen and two flat-screen TVs with cable, one in the living room and another in the bedroom. Access to a washer/dryer is included too.

Luxury Hilltop Retreat in the City - San Diego, California Luxury Hilltop Retreat in the City
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Luxury Hilltop Retreat in the City

Luxury Hilltop Retreat in the City - San Diego, California

San Diego is famous for its year-round mild climate with abundant sunshine and this home is ideal for enjoying it. In fact, it was featured on the Travel Channel as one of the city’s top rentals. Located in the upscale Mission Hills neighborhood it includes a private balcony and Jacuzzi along with floor-to-ceiling windows in the kitchen, dining room and master suite for dazzling views of the bay from many vantage points. It also comes with beach gear for enjoying the famously gorgeous stretches of sand, a 60″ HDTV with over 200 premium channels, Netflix, Amazon, and dozens of other streaming options.

Tiny Terlingua - Terlingua Ghost Town, Texas Tiny Terlingua, Texas Airbnb
Credit: airbnb.com
Tiny Terlingua, Texas Airbnb

Tiny Terlingua - Terlingua Ghost Town, Texas

Located in the ghost town of Terlingua between Bend National Park and Big Bend Ranch State Park, not far from the Mexican border in west Texas, you’ll not only enjoy abundant sunshine but opportunities for hiking desert and mountain trails by staying in this tiny home. With little light pollution and clear skies, the stargazing is incredible too. It sits on five acres with opportunities for enjoying campfires under the stars and includes a kitchenette, upstairs loft bedroom and a separate bathhouse, along with a wrap-round porch that provides shade to the house and the outdoor living space, although a/c and heating are included too.

Custom Built Home with Hot Tub and Deck for Stargazing - Moab, Utah Custom Built Home with Hot Tub and Deck for Stargazing
Credit: airbnb.com
Custom Built Home with Hot Tub and Deck for Stargazing

Custom Built Home with Hot Tub and Deck for Stargazing - Moab, Utah

While it can get chilly in Moab, snow is fairly rare other than the occasional dusting on the spectacular red rock formations, and sunny skies are the norm. In fact, winter can be one of the best times to enjoy recreational activities in the area without having to worry about suffering from heatstroke. This gorgeous custom-built home is perfect situated for enjoying it, just minutes from Arches National Park. Take advantage of the wealth of trails for hiking and mountain biking during the day, and then come back and relax in the hot tub while marveling at the endless twinkling stars above.

Dome in the Desert - Joshua Tree, California Scene at Dome in the Desert in Joshua Tree
Credit: Airbnb.com
Scene at Dome in the Desert in Joshua Tree

Dome in the Desert - Joshua Tree, California

Winter is the perfect time for a trip to Joshua Tree National Park too, with miles and miles of hiking trails that lead to everything from remarkable rock formations to oasis’ with waterfalls, along with all sorts of bizarre plant life and trees like its namesake Joshua tree. One of the most unique Airbnbs in the U.S., this bohemian dome makes a great base with stunning mountain views during the day and dazzling night skies after dark. It includes antique books and games, a natural wood-burning stove and space heaters for chilly evenings, although days are typically quite comfortable, ranging from the low 60s to low 70s. You’ll have a full kitchen and Wi-Fi too.

Tucson Poet's Studio - Tucson, Arizona Tucson Poet's Studio
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Tucson Poet's Studio

Tucson Poet's Studio - Tucson, Arizona

Tucson offers gloriously sunny weather with temperatures from the mid-60s to mid-70s during the heart of winter, and the Poet’s Studio providing a peaceful escape for two for taking advantage of it. It sits on a private, walled one-third acre lot with a pool, courtyard, working studio and original 1940s mud adobe home. Enjoy dips in the pool with mountain views, along with a well-appointed kitchenette and a walk-in spa shower. It includes air conditioning and heating, Wi-Fi, iHome radio for your iPhone, a wireless-capable flat-screen TV with Direct-TV, and a Cuisinart gas BBQ. There are plenty of grocery stores nearby for picking up ingredients to make your own meals along with restaurants for dining out.

Serene Zen Haven - Sedona, Arizona Serene Zen Haven
Credit: airbnb.com
Serene Zen Haven

Serene Zen Haven - Sedona, Arizona

Serene Zen Haven offers just that, total zen in a tranquil setting complete with breathtaking red rock views from the outdoor patio and from inside too. Sedona is renowned for its frequent bright blue skies with temperatures typically in the 60s during the wintertime, ideal for hiking, golfing, 4X4 adventures and more. It comes with all the modern comforts and special extras, including a grill for cooking out, a well-stocked kitchen, two flat-screen TVs with DVRs, movie channels and a movie library, Wi-Fi, and a washer/dryer. In one of the two bedrooms, you’ll have a Jacuzzi tub for soaking after a long day out on the trails.

Beach Casa at Cerritos Beach with Pool and Hot Tubs - El Cerritos, Baja California Sur, Mexico 1 BR Beach Casa at Cerritos, Baja California Sur Airbnb
Credit: Airbnb.com
1 BR Beach Casa at Cerritos, Baja California Sur Airbnb

Beach Casa at Cerritos Beach with Pool and Hot Tubs - El Cerritos, Baja California Sur, Mexico

Sunshine and pretty much perfect temperatures right around 80 degrees are guaranteed with a trip to southern Baja, and this Beach Casa is just a short drive from Cabo while providing a more tranquil, less-crowded experience. It’s just a 7-minute walk to the sand, surfing and swimming, with beach gear like beach chairs, an umbrella and boogie board all included. You’ll also have access to a pool and two hot tubs, along with a rooftop patio for sipping margaritas with an ocean and sunset view. There’s also an outdoor kitchen and Smart TV with Netflix.

On the Beach, 1 Hour South of San Diego - La Mission, Baja California, Mexico On the Beach an Hour South of San Diego, La Mision Airbnb, Baja, Mexico
Credit: airbnb.com
On the Beach an Hour South of San Diego, La Mision Airbnb, Baja, Mexico

On the Beach, 1 Hour South of San Diego - La Mission, Baja California, Mexico

If you don’t want to stray too far from the border, this Airbnb is just an hour south of San Diego between Rosarito and Ensenada. A spacious one-bedroom apartment for up to six, it provides direct private beach access along with breathtaking ocean and sunset views. It comes with a rooftop terrace and patio with panoramic views of the Pacific along with a wealth of amenities, including a fully equipped kitchen, laundry facilities, satellite TV with a DVD player and a BBQ grill.

Bubble Suite - Los Alamitos, Baja California, Mexico Bubble Suite 2 Campera Hotel Burbuja
Los Alamitos, Baja California, Mexico
Credit: Airbnb.com
Bubble Suite 2 Campera Hotel Burbuja Los Alamitos, Baja California, Mexico

Bubble Suite - Los Alamitos, Baja California, Mexico

Wine enthusiasts can enjoy sunshine and vineyards just two hours from San Diego in Mexico’s famous wine country, Valle de Guadalupe (Guadalupe Valley). Part of Campera, a 12 bubble hotel, each one comes with a full-size bed and a private bathroom, especially ideal for a romantic escape with lots of comforts while surrounded by the vines and sleeping under the stars.

Luxurious Paradise - Las Vegas, Nevada Luxurious Paradise
Credit: Airbnb.com
Luxurious Paradise

Luxurious Paradise - Las Vegas, Nevada

Winter is ideal for a trip to Vegas too – outdoor adventures can be enjoyed with just a short drive and you’ll have access to all the fun on the famous Strip too with a stay at this luxurious five-bedroom home that’s only minutes away. Or, just stay here, relax and recharge as it comes with an outdoor pool and six-person spa, a putting green, outdoor kitchen, sauna, Foosball table, custom pool table, and much more.

Go Hiking from a Cave Creek Horse Ranch - Cave Creek, Arizona Cave Creek Horse Ranch
Credit: airbnb.com
Cave Creek Horse Ranch

Go Hiking from a Cave Creek Horse Ranch - Cave Creek, Arizona

Located just outside of Phoenix, the Cave Creek Horse Ranch is surrounded by a mountainous desert landscape and home to friendly horses you’ll definitely want to get to know. Look forward to watching wildlife, napping in the hammock, grilling out and alfresco dining along with both sunrise and sunset views.

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