Tropical vacation rentals for an island retreat

Explore beach villa vacations for well-needed rest and relaxation

Covered back porch with table and chairs overlooking the ocean.
colorful Ambergris Caye condo right on the beach

Whether it's the seclusion, gorgeous ocean views, or warmer weather you’re after, explore a few top destinations with tropical vacation rentals perfect for your next escape.

From multi-family haciendas to luxe beach villas, discover where the tropics can take you for a fun-packed family vacation or romantic getaway. So sit back and soak up the sun—there’s no stress on island time.

Costa Rica

With rainforests, rugged mountains, gorgeous beaches, and over 500,000 species of wildlife, this Central American country is a natural playground. Travelers will enjoy having both Pacific and Caribbean coastlines to explore, perfect for surfing, snorkeling, or spotting sea turtles. Find a private tropical beach home where you can start the morning watching the tide from the living room or grab a condo resort-style stay with plenty of amenities.

Adventure is the name of the game in Costa Rica: hike up the side of a volcano, tour coffee plantations, zipline through the trees, or find a secluded waterfall pool for swimming.

Where to stay

Costa Rica tropical vacation rentals

Hawaii's Honua Kai resort palm trees and outdoor pools

Maui, Hawaii

Hawaii has always been the favorite beach paradise for many travelers, but Maui’s tropical vacation homes in particular offer the full island experience. Because of the island’s natural landscape, commercial cities, and thriving tourism, you’ll find white sand beaches, water sports, scuba diving, and activities for the whole family to enjoy. If peace and quiet are more of a priority, treat yourself to a quiet tropical island cottage and unwind without the crowds.

Where to stay

Maui tropical vacation rentals

Beachfront vacation rental in Florida Keys

The Florida Keys

Want the carefree vibe of the Caribbean islands without the cost of international airfare? Discover your palm tree paradise in the Sunshine State. The region’s breezy barrier islands have plenty of rental cars and shuttle bus transit options between cities for daily transportation so you can get around without worry. Key West’s downtown in particular boasts a walking score of 63, so you can get from shops, bars, and restaurants with ease.

With the right luxury vacation rental, you’ll never stray too far from the pool, or take to a tropical beach house rental and spend your vacation resting in a cabana, drink in hand.

Where to stay

Florida Keys tropical vacation rentals

Deep blue colored pool at a resort with oceanfront view in Mexico

Mexico

Head down south for your escape and find tropical vacation rentals worth writing home about. While Mexico is full of historic attractions and unforgettable cuisine, we recommend setting your sights on Quintana Roo, Baja California, or Puerto Vallarta to get the most out of your vacation. Many of the villa rentals are close to the beach and offer resort amenities, like outdoor pools and gym access, with beautifully furnished condos.

Dig into delicious authentic dishes, peruse historic market squares, or float your worries away with a dip in a nearby cenote.

Where to stay

Mexico tropical vacation rentals

Aerial shot of a white vacation home near the beach in Belize.

Belize

Live the high life in Belize and feel your worries wash away with the tide. The country is made up of 400+ small islands called “cayes,” so if you’re looking for an island getaway, you have no shortage of options here. Take to the Caribbean coastline for a day of snorkeling along the massive Belize Barrier Reef and admire colorful fish, or trailblaze your way through the jungle further west.

Indulge in a luxury tropical home, plan a once-in-a-lifetime adventure, and experience a vacation to remember. Open all the windows to a waterfront view, smell the ocean breeze from your living room, close your eyes, and settle into island time.

Where to stay

Belize tropical vacation rentals

Tropical vacation rental FAQ

A perfect tropical vacation is waiting in destinations like Costa Rica, Maui, the Florida Keys, Mexico, and Belize. For more beach getaways, be sure to check out tropical villas in Hawaii, the Texas Gulf Coast, and the Alabama Gulf Coast.

The Caribbean region includes 35 countries, starting from the Gulf of Mexico and ending its most western point at Barbados, and reaching as south as Panama and Trinidad and Tabago.

The United States’ tropical islands include Hawaii, the Florida Keys, Puerto Rico, and the U.S. Virgin Islands.

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