Warm-weather vacations

Escape the cold and head to the heat for the coldest months of the year.

Kihei

Showing deals for:Aug 14 - Aug 16

Image gallery for Kihei Sugar Beach Condo with Private W/D & AC Close to Beaches

Outdoor dining
10 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)

Kihei Sugar Beach Condo with Private W/D & AC Close to Beaches

Kihei

10% off
Price is $442
$883 for 2 nights
All fees included
Kihei Sugar Beach Condo with Private W/D & AC Close to Beaches

Rosemary Beach

Showing deals for:Aug 14 - Aug 16

Image gallery for Coastal retreat steps from pool, bikes

Exterior
9.0 out of 10, Wonderful, (11 reviews)
Wonderful
(11 reviews)

Coastal retreat steps from pool, bikes

Panama City Beach

Price is $939
$1,878 for 2 nights
All fees included
Coastal retreat steps from pool, bikes

St. Thomas

Showing deals for:Aug 14 - Aug 16

Image gallery for 3 Bedroom - The Ritz-Carlton Club, St. Thomas - Full Resort Access

Miscellaneous
9.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)

3 Bedroom - The Ritz-Carlton Club, St. Thomas - Full Resort Access

St. Thomas

Price is $10,440
$20,881 for 2 nights
All fees included
3 Bedroom - The Ritz-Carlton Club, St. Thomas - Full Resort Access

Puerto Vallarta

Showing deals for:Aug 28 - Aug 30

Image gallery for SAN LUISITO

Living area
9.2 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)

SAN LUISITO

Puerto Vallarta

Price is $28
$57 for 2 nights
All fees included
SAN LUISITO

Whole vacation homes in Breckenridge

Showing deals for:Aug 14 - Aug 16

Image gallery for Mountain chalet in Tiger Run RV Resort

Exterior
9.8 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)

Mountain chalet in Tiger Run RV Resort

Breckenridge

Price is $282
$564 for 2 nights
All fees included
Mountain chalet in Tiger Run RV Resort

Kauai

Showing deals for:Aug 14 - Aug 16

Image gallery for Easy Beach-Close Living in Breezy Lihue

Sport court
10 out of 10, Exceptional, (1 review)
Exceptional
(1 review)

Easy Beach-Close Living in Breezy Lihue

Lihue

9% off
Price is $543
$1,087 for 2 nights
All fees included
Easy Beach-Close Living in Breezy Lihue

Experience a winter sun vacation

When the cold of winter sets in, nothing beats jetting off on a sun-soaked retreat. Whether you're after a quick recharge of your batteries or a longer adventure to discover new places, winter sun vacations are the ultimate remedy to the winter blues. Immerse yourself in the heart of a dynamic city, unwind on a picturesque beach, or explore the rich culture and charm of a historic town. With a world of warm-weather destinations at your fingertips, the choice is yours.

No matter where you're headed, one of the best ways to elevate your escape is with a home away from home. From luxurious properties with sleek decor and modern amenities to affordable homes that provide comfort without breaking the bank, vacation rentals are ideal for anyone looking for memorable winter sun breaks.

Discover cheap winter sun getaways

Chasing the winter sun doesn't mean you have to break the bank. Whether you're looking for a beachside getaway or an inland retreat, there is an abundance of warm and budget-friendly destinations. From picturesque Destin and charming Ocean City to the sunny skies and desert landscapes of Tucson and Phoenix, the best places for winter sun depend on your personal preferences.

For travelers looking to stretch their dollars further, there are plenty of budget-friendly vacation homes that don't skimp on comfort or convenience. You'll find properties with free Wi-Fi, modern furnishings, and even communal amenities like gyms, game rooms, or swimming pools. Opting for a rental with an in-house kitchen allows you to save on dining out, leaving you with more to spend on experiences and adventures.

Embark on an adventure in a tropical winter paradise

Warm destinations offer more than just sunshine; they're your gateway to endless outdoor activities. Swap the snowflakes for palm trees and dive into an unforgettable, action-packed winter adventure. Snorkel above breathtaking coral reefs, jet ski across crystal-clear waters, or paddleboard through the gentle waves of the Florida Keys. Maui beckons with its majestic trails and volcanic adventures, inviting you to bike down the slopes of Haleakalā or zip-line through lush forests. San Diego stands as a surfer's paradise, with opportunities to kayak in the tranquil waters of La Jolla Cove.

From water sports to exploring nature with new perspectives, there's no shortage of ways to get your adrenaline pumping. The unbeatable combination of heart-pounding excitement and the awe of natural wonders awaits.

Immerse yourself in cozy beachfront retreats

When considering where to go in winter for the ultimate tropical vacation, it's hard to beat the beach. From the expansive Florida coast to the laidback California atmosphere, beachside getaways not only offer a blissful escape from the cold, but also open up a world of local culture and hidden gems to explore. And nothing elevates a beach getaway more than a rental near the shore.

Beachside vacation rentals are ideal for families, groups of friends, or couples looking to relax without the constraints of a hotel room. Imagine starting your day sipping your coffee with the sound of crashing waves, heading out for a relaxing walk along the shore any time you please, and ending the day with breathtaking sunsets, wineglass in hand. Take advantage of full kitchens, spacious living rooms, and private balconies that make you feel so at home, you might even forget it's winter.

Relax and recharge in homes with private pools and hot tubs

One of the most sought-after features in winter sun vacation rentals is a private pool or hot tub. These cherished amenities help create your own personal oasis and allow you to relax without the crowds and noise often found in public resorts. Whether your holiday itinerary is packed with adventure or dedicated to some much-needed relaxation, there's nothing like the soothing embrace of a pool or Jacuzzi after a hot day. These added amenities give an extra touch of luxury to your winter getaway, making it an unforgettable experience for families, couples, and solo travelers alike.