Isle Blue
After a year of wanderlusting and dreaming of fantastical getaways, we aren't quite out of the woods yet, but things are looking up. While we're not exactly booking Mediterranean vacations or planning to catch the tail-end of April in Paris right now, we are hoping for an extended stay in one of our favorite state-side, Mexico, or Caribbean destinations this summer, and we've discovered some of the best stays in these regions.
All of the following properties are standalone accommodations to ensure privacy and social distancing, while also offering an impressive array of amenities, from private chefs and personal vegetable gardens to palapas, for extraordinary entertaining and panoramic ocean views. Read on to discover your perfect summer vacation for the family, you and your partner, or just yourself.
WelcomeBeyond
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Atelier House: St. James, Barbados
This South America contemporary-modern-style home is an absolute gem on Barbados's western coast. Offered by WelcomeBeyond, Atelier House boasts four bedrooms with ocean views, a large infinity pool and outdoor kitchen, tropical garden, and plenty of luxe amenities to make the most of your stay. A housekeeper, the option for a private chef, and a state-of-the-art kitchen are sure to streamline your stay on this gorgeous Caribbean island. Just be sure to note that booking here requires a minimum five-night stay, but you'll need it to explore all of the island's arts, culture, cuisine, and outdoor activities.
Plum Guide
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Ocean Spray: East Hampton, New York
This gorgeous home from Plum Guide is a little slice of paradise, as it's located minutes from Amagansett and East Hampton while feeling in a world of its own. All it takes is a short stroll to get to the beach, and there's a fabulous deck with an infinity hot tub and pool, outdoor grill, and fire pit for summer entertaining. Each of the four bedrooms has its own slice of outdoor space, with the primary bedroom overlooking the lush state park surrounding the home. There's also a verdant vegetable garden for farm-to-table cooking ventures!
Isle Blue
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Villa K: Anse des Cayes, St. Barths
Isle Blue's Villa K is for the most discerning of travelers who are looking for all the amenities of a five-star resort without having to be surrounded by people. Seated on prime, private beachfront, this spectacular home is perfect for a glamorous getaway. Each of the four bedroom suites has beach and garden views, while the primary suite also features a Turkish bath, private terrace, and seating area. A complimentary concierge service will ensure your trip is just as you dreamed—from arrival logistics to private charters and chef services.
ÀNI Private Resorts
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ÀNI Anguilla: Anguilla
ÀNI Private Resorts offers a unique take on all-inclusive vacationing. Guests enjoy the exclusivity and splendor of a secluded villa while enjoying all the amenities of a five-star resort. ÀNI Anguilla offers 10 suites, but whether you book one or all 10, you have the resort to yourself for the entirety of your stay. Gourmet meals from the resort's Michelin-trained chef, creative cocktails from a resident mixologist, rejuvenating spa treatments, kids activities, and plenty of adventures await on a trip to this gorgeous retreat. ÀNI also has properties in the Dominican Republic, Thailand, and Sri Lanka.
Inspirato
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Joya del Mar: Los Cabos, Mexico
This spectacular oceanfront villa from Inspirato lies in the Punta Ballena Resort community and is equipped with two golf carts to help you best enjoy the resort's amenities, like a fabulous beach club and tennis court. The five-bedroom home is a true entertainer's paradise, as it features an oversize palapa with ocean views for drinking and dining alfresco, along with a heated pool and hot tub. A stay at Joya del Mar includes a daily breakfast delivery for an additional fee, plus access to special amenities from Esperanza Resort (don't miss their award-winning spa treatments) and One & Only Palmilla.
OneFineStay
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Palisades Drive: Pacific Palisades, California
This hip haven in Pacific Palisades is the perfect place to kick back for a week—or longer!—this summer with its breathtaking views, well-equipped outdoor living space, cozy private cinema, and artistic flair. Offered by onefinestay, the five-bedroom home is a great place for the whole family to getaway, and there's office space-slash-fitness room to ensure your loved ones can still make the trip without missing a beat.
Inspirato
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Sugarwhite Cottage: Rosemary Beach, Florida
This charming seaside home has everything you need for a perfect stay on Florida's Emerald Coast. Besides boasting incredible sunset views, Sugarwhite Cottage features a lovely private courtyard with a grill and lounge, four bedrooms with an owners' suite that boasts a private balcony facing the Gulf of Mexico, multiple balconies, and a private terrace. There's also an attached guest cottage with a kitchen and two bedrooms. This Inspirato property is in walking distance to the best shops, restaurants, and stretches of beach in the idyllic community of Rosemary Beach. Guests of the cottage can enjoy access to pools, a spa, fitness center, tennis courts, and Rosemary Beach Service for setting up the perfect day by the ocean.
Isle Blue
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Kempa Kai: Cayman Kai, Cayman Islands
Look no further than the Cayman Islands for your summer family reunion this year. Kempa Kai's 8,000-square-foot manse with seven bedrooms and abundant outdoor entertaining space—including right on the beach—is the perfect place for all ages to find a sweet escape. A fabulous chef's kitchen, oceanfront dining room, outdoor bar and grill, and beach cabanas ensure you'll never miss a beat—or the stunning ocean views—while entertaining loved ones. There's also a full staff and concierge to help make every moment of your stay at this Isle Blue property as fabulous and relaxing as you've dreamed.
Marriott
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Ka Ehu Kai: Kauai, Hawaii
If you're seeking ultimate seclusion without needing a passport, Kauai is the perfect place to land. Practically untouched, this lush and tranquil island is a far cry from the resort areas of other Hawaiian islands. 's Ka Ehu Kai offers casual beachfront luxury at its best in Pine Trees Beach Park and spectacular mountain and ocean views whether you're after watching whales or pro surfers catch a wave. The home has two bedrooms, a private garden, wrap-around lanai, and a hammock for a relaxing, romantic getaway or couple's trip.
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Villa Lands End: Cabo San Lucas, Mexico
Dramatic views of the Pacific are just the beginning of an unforgettable vacation at Onefinestay's Villa Lands End. This state-of-the-art home sits 260 feet above the ocean with panoramic views and offers ample indoor-outdoor entertaining spaces. An infinity pool, oversize hot tub, multiple terraces, gourmet kitchen, fitness room, and seven beautiful bedrooms offer the perfect respite to enjoy with family or a few of your closest friends this summer. You're also just minutes from all the action of downtown Cabo.
Isle Blue
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Amazing Grace: Grace Bay, Turks & Caicos
Why settle for just any beach when you can stay at one of the most beautiful beaches in the world? Isle Blue's Amazing Grace sits on an equally amazing stretch of beachfront, surrounded by lush, tropical vegetation. This home offers the best of old world and contemporary charm, with romantic gardens, dreamy terraces, and world-class creature comforts. This five-bedroom property offers views of the sea and gardens at every turn and is fully equipped with ample staff members, from beachside drink service to grocery shopping.
WelcomeBeyond
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Casa Kimball: Cabrera, Dominican Republic
WelcomeBeyond's Casa Kimball truly has it all: breathtaking ocean views, a spectacular pool, an outdoor bar, and a full staff for ensuring your trip is as leisurely as you want it to be. A private chef, bartender, housekeepers, and a villa manager will all be ready and waiting to create your perfect vacation on the Dominican Republic's north coast. Plus, each of the eight bedroom suites has panoramic ocean views, thanks to the modern home's sleek, smart architectural design, so you never have to miss a moment enjoying the water.
Ione Ascanio Green
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Rosewood Mayokoba Residences: Playa del Carmen, Mexico
Rosewood's sparkling Quintana Roo resort features a 620-acre enclave of regal residences for a chic weekend or month-long vacation, with opportunities for ownership as well. Choose from villas that house between two and five bedrooms, all of which come with a stellar list of amenities and well-appointed indoor-outdoor living areas. Featured here is the Paraíso Four-Bedroom Villa that features a two-story lounge, outdoor dining room, daily in-house breakfast, and exclusive butler service, as well as an array of included experiences for a one-of-a-kind getaway.
TurnKey Vacation Rentals
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Gold Coast Private Estate: Montecito, California
This palm-studded, oceanfront home from TurnKey Vacation Rentals sits on a verdant two acres with secluded beachfront. Five bedrooms, a luxurious casita, chef's kitchen, and ocean views from most of the sleeping quarters make for a perfect Montecito getaway. Plus, the house is a stone's throw from Rosewood Miramar Beach for enjoying a night out with fantastic food and cocktails—and you're also minutes from both downtown Montecito and Santa Barbara. This estate truly has it all.
Isle Blue
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Kiko: St. James, Barbados
Isle Blue's Kiko is the ultimate destination for your socially distanced holiday, boasting a fully equipped fitness studio, spa and sauna, game room, office space, and a phenomenal poolside setup. A spacious swimming pool, grill, and lovely covered veranda make for a perfect place to drink and dine with your loved ones as you enjoy the sparkling ocean views. This home features nine bedroom suites, two of them being primary suites with private terraces, and all offering ocean views. Guests can also work with a complimentary concierge service to arrange in-villa spa treatments, excursions, catering services, and more.
The Tryall Club
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Tradewinds on the Sea at the Tryall Club: Montego Bay, Jamaica
This summer deserves an extra-special getaway, and we've found just the destination: this sprawling oceanfront estate in Montego Bay that has a private beach. Tradewinds on the Sea is one of the Tryall Club's most impressive villas, offering the best of both worlds with total seclusion and access to all the resort's amenities. This four-bedroom home features a heated walk-in infinity pool, a spectacular indoor-outdoor living setup, eight-person hot tub, and a full staff to help assist in your stay, be it cooking, doing laundry, or helping you book a reservation at the spa or a favorite resort restaurant.
Mariott
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Gulf View Cottage & Carriage House: Rosemary Beach, Florida
This Homes & Villas by Marriott International property consists of two separate units, perfect for a family with older children, and full of unique architectural features, a lush private garden with an outdoor cooking and entertaining space, and an ideal location near the sand and sights of Rosemary Beach. The cottage sleeps up to 12 guests and offers a fabulous chef's kitchen, bar, and well-appointed primary suite. The two-story carriage house sleeps up to five guests and offers a full kitchen and a lovely balcony for dining alfresco, offering both the proximity and space you need to truly unwind on a family vacation.
Lovango
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Villa Lovango: St. John, U.S. Virgin Islands
Just off the coast of St. John lies an idyllic private island waiting to welcome guests seeking rejuvenation and seclusion. This newly opened resort and beach club property features an exclusive-use villa for rent through the middle of July. This luxurious three-bedroom home features picturesque ocean and island views, extensive patios, pool, and large firepit. Plus, each bedroom has its own private outdoor space to enjoy the jewel-toned waters and starry skies. Your villa also comes equipped with a private concierge to help personalize the perfect vacation, be it a solo getaway or family reunion. You'll enjoy private breakfasts in the villa each day, but there is also a waterfront restaurant on the island, along with the ability to book charters to nearby islands day or night.
Ingalls Photography
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Sky Villas at Chileno Bay Resort & Residences, Auberge Resorts Collection: Los Cabos, Mexico
This Auberge resort property has it all: a prime location on a protective cove with pristine reef on one of the area's only swimmable beaches, a fantastic food and beverage program, unique private experiences, and the utmost in accommodations. We're eyeing the resort's Sky Villas: four stunning homes with three to five bedrooms. The Five-Bedroom Signature Sky Villa sits at the highest point of the property and boasts a bi-level rooftop terrace with a pool, outdoor kitchen and dining area, and firepit. There's also a dedicated private butler to ensure your stay is every bit as spectacular as your accommodation. Though you have dozens of world-class experiences and amenities at your fingertips, you may never want to leave that rooftop view.