Family-friendly holiday rentals in Latin America

Tiny Home w/ Pond near Floore’s

You'll love this unique escape to a one-of-a-kind tiny home just 1 mile from iconic Floore’s and Old Town Helotes—filled with coffee shops, bakeries, wine, bars, boutiques, and monthly Market Days. This retreat features reclaimed materials, stargazing skylight over the bed, screened front porch overlooking the beautiful pond, outdoor shower under the stars, trails, golf green, basketball court, pickleball court, corn hole, washers, and more. Peaceful, and full of Hill Country soul and character!

Luxury Estate Spa Bathroom, Observation Deck, Pool

Step into luxury on a 14-acre estate. You’ll enjoy exclusive use of the main home with 2 bedrooms and 1.5 baths, while 3 bedrooms and 2 baths remain sealed off and unoccupied. The estate is shared with a separate guest house and private barn, discreetly concealed behind a cedar fence for privacy. This designer retreat features high-end furnishings, a spa-like primary suite with fireplace, a four-bunk room, fire pit, 30ft observation deck, and a heated and chilled 10ft cowboy pool under the stars

Beachfront: Hot Tub, Home Theater, Firepit

Beachfront with panoramic ocean views, home theater, hot tub & firepit. Both bedrooms overlook the beach with king beds, 65” TVs and private bathrooms. The living room has an 85" TV, surround sound and high-speed internet for movies/games. Designed as a 2-story duplex with separate entrances, decks, A/C and sound proofing, the Airbnb is the 1000 sq ft 1st floor. The 2nd floor is for the owners who travel frequently and is never rented. If present they're usually invisible. EV charging available.

Lakefront Couples Retreat

Experience the lake in absolute privacy on this 2/3 acre lakefront peninsula. The freshly remodeled King suite features a peaceful, cozy bedroom with views of the open lake. The glass door is literally steps from the water! Inside you will sink into the new pillow top mattress layered with all cotton bedding. The en-suite bathroom features a walk in shower. Outside you will enjoy all the amenities you could wish for at the lake! Fishing dock, propane grill, firepit, kayaks and a huge deck!

Paws Guesthouse & Hot Tub - Camino Quintay-Tunquén

Minutes from Quintay & Tunquén beaches, 1.5 hour drive from Santiago, lies this rare find perfect for couples looking to chill & have fun. Your reservation includes the private guesthouse, unlimited use of outdoor hot tub, bbq area, parking, and own entrance. It's the perfect place to recharge, celebrate a special occasion, enjoy nature, relax, and explore! The guesthouse includes over 70 quality modern amenities, sleeps 2, & is clean & bright with a charming aesthetic. Meals also available.

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

300 Acres, Modern Bunkhouse, Hill Country & Creek

Need relief from the city? How bout a secluded slow-down in the hill country with family or friends? Reconnect with nature at a cozy escape in the center of 300 acres just outside NW San Antonio. Sakey Creek Ranch offers a simple and quiet 400 square foot cabin with covered parking, patio and yard. Trails and dirt roads are available for hiking & watching wildlife. Also close to Bandera, Boerne, Helotes and San Antonio where you can find music, food and fun to keep your mind off the grind.

Luxury Farm Retreat | 5 Minutes to Round Top

Modern Manor by Hill & Hollow Stays is a perfect home base for Round Top. Set on the sprawling Three Oaks Farm, this stylish modern farmhouse blends space, comfort, and thoughtful design for a perfect Round Top trip -Beautiful working farm with luxury interiors & furnishings -Cozy fireplace for relaxed evenings -Minutes to Round Top & Warrenton shows -Option to book the full estate (3 homes/pool) -Concierge services available We consider every detail to ensure an elevated, effortless stay!

Little Hills Nature Villa: Hot Tub~Trails~by beach

Welcome to Little Hills farm, a boutique collection of wellness-forward nature villas tucked into the foothills of Luquillo, between Luquillo Beach and the El Yunque Rainforest. This Nature Villa blends indoor–outdoor living, biophilic finishes, and gentle mountain breezes—an easy several minutes drive from Luquillo Beach, Luquillo Kiosks & the El Yunque Rainforest. LH is the perfect hideaway to unplug, reconnect & make unforgettable memories in Puerto Rico’s most naturally romantic corner.

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Feed Deer Daily |Peaceful Hill Country Cozy Cabin

Nestled under towering oaks just 7 minutes from Boerne, the Cozy Oak Cottage offers a peaceful Hill Country escape where nature and comfort meet. Sip coffee as deer wander by, spot our friendly free-range chickens exploring the grounds, and enjoy the beautiful wild birds that visit the birdbath. A stylish, cozy interior, fast WiFi, and warm, thoughtful touches create a stay where guests feel genuinely cared for from the moment they arrive. Tap ❤️ and book your serene retreat today.

The Doodle House | Lake Front Tiny Home

The Doodle House is a one-of-a-kind, lakefront tiny home just outside Austin—fully hand-drawn and designed to feel like stepping inside a living sketch. Sitting on the edge of a peaceful lagoon, this whimsical glamping stay blends art, comfort, and creativity. Enjoy a cozy sleeping loft, a reading nook, curated doodle-filled interiors, and a fully equipped kitchen. Outside, relax by the water, grill, fish, kayak, or gather around the fire pit under fairy lights. 1 kayak included.