Caribbean Puerto Rico The 9 Best Puerto Rico Vacation Rentals of 2023 By Cathy Brown Cathy Brown Cathy Brown is an Argentina-based travel writer who covers hotels, destinations, and products. She also contributes to Lonely Planet, Fodor's, and Luxury Latin America. TripSavvy's editorial guidelines Updated on 12/25/22 Share Pin Email We independently research, test, review, and recommend the best products—learn more about our process. If you buy something through our links, we may earn a commission. Getty Images / Harshal_Desai The Rundown Best Villa: Book Punta Flamenco Luxury Beach Villa at Airbnb "This secluded villa offers private accommodations set on the sandy shores." Best View: Book Vieques Ocean View Studio at Airbnb "Amenities include a Jacuzzi tub, an outdoor BBQ grill, and a private entrance with parking." Best for Families: Book Villa Cecilia Beach House at Airbnb "The property is also pet-friendly, allowing four-legged companions to join in on family vacations." Most Unique: Book El Yunque View Treehouse at Airbnb "Set amid pristine tropical rainforest, with the nearby Espiritu River running through the property." Best Apartment: Book Isabela Boutique Apartment at Airbnb "Offers easy access to sandy beaches, rocky bathing pools, and extensive coral formations." Best for Couples: Book Casa Maya in Culebra at Airbnb "The wooden terrace has sweeping views over Ensenada Honda Bay." Best for Privacy: Book Encantada Vieques on Caribbean Sea at Airbnb "Private, gated access onto Coco Beach, making it one of the few private beachfront properties in Vieques." Best Townhouse: Book Colonial Home in Old San Juan at Airbnb "This property is built in a Spanish colonial style that complements its historic setting." Best for Nature: Book Lake Carite Treehouse at Airbnb "Overlooks tranquil lake waters and tropical forest." Best Villa: Punta Flamenco Luxury Beach Villa Airbnb Buy on Airbnb.com Bedrooms (1) 2 guests 1 King bed Amenities Air conditioning Kitchen Widescreen Smart TV Wi-Fi Pool Located at the opposite end of Flamenco Beach, one of many beautiful beaches in Puerto Rico, this secluded villa offers private accommodations set on sandy shores. The modern, minimalist interior is flooded with natural light that enters through generous windows and sliding glass doors. Features include a bedroom, a main bathroom with a walk-in rainfall shower, kitchen, and living area. However, the highlight is the scenic wooden patio, which overlooks the beach and comes furnished with padded day beds, shade umbrellas, armchairs, and an outdoor dining set. A heated infinity pool has glass side panels, as well as waterfall and light features for a memorable experience. In addition, the villa also comes with beach and water sports equipment such as kayaks, paddleboards, snorkel sets, and beach umbrellas. Best for Families: Villa Cecilia Beach House Airbnb Buy on Airbnb.com Bedrooms (3) 6 guests 3 Queen beds Amenities Air conditioning Cable TV Washer and dryer Wi-Fi Pool This compact but complete villa, painted in a cheerful shade of blue, features a small garden with a lawn, as well as open fields with plenty of space to play and explore. The rooftop patio has shade sails, hanging swing chairs, hammocks, and an inflatable Jacuzzi tub on a raised deck, which is an ideal spot to enjoy views over the nearby Mediterranean. At the front of the villa, a terrace contains a small pool lined with marble and ornamental jet fountains. The property is also pet-friendly, allowing four-legged companions to join in on family vacations. Its location in Arecibo offers excellent access to many nearby tourist attractions, including the Colon Statue and the surfing beaches and calm rock pools of Indian Cave. Most Unique: El Yunque View Treehouse Airbnb Buy on Airbnb.com Bedrooms (1) 2 guests 1 Double bed Amenities Air conditioning Kitchen Cable TV Wi-Fi Built around a tree, the trunks and boughs rising through the living spaces bring nature into this property — an effect heightened by the sunlight entering through its many skylights. Although compact, the house comes with a kitchen, living room, and dining area to make guests feel at home, while the bedroom on the top floor has excellent views of the surrounding forested hillsides. In the nearby main building, a complimentary hot breakfast is provided in the mornings, and couches pulled up around a wood-burning fireplace are great for relaxing in the evenings. The house is set amid pristine tropical rainforest with the nearby Espiritu River running through the property, offering many opportunities to explore the natural environment and spot a variety of native birds and animals. Best Apartment: Isabela Boutique Apartment Airbnb Buy on Airbnb.com Bedrooms (1) 3 guests 1 Queen bed Sofa bed Amenities Air conditioning Kitchen Smart TV Wi-Fi Located just a short walk from Shacks Beach and the surrounding coastline, these modern apartments offer easy access to sandy beaches, rocky bathing pools, and extensive coral formations. To best enjoy the beautiful shoreline, all apartments come with beach chairs and umbrellas, towels, and snorkeling equipment. The stylish complex contains several communal patio areas, including an impressive entrance courtyard with couches and armchairs, hanging swing chairs and ornamental plants, a BBQ patio with benches and stools, and another courtyard with an outdoor shower. Individual apartments are fully furnished with kitchens, bathrooms with glass-fronted showers, and living areas, as well as vibrant wall artwork. Best for Couples: Casa Maya in Culebra Airbnb Buy on Airbnb.com Bedrooms (1) 2 guests 1 King bed Amenities Air conditioning Kitchen Widescreen Smart TV Wi-Fi Pool Set on the island of Vieques, this open-plan house is built with timber floors and ceilings and spacious windows. The master bedroom has a deck with spectacular views, and the modern bathroom, built with natural river stones, has a large walk-in shower with rainfall showerheads. The living area is also furnished with couches, silk curtains, and Indian lamps. The wooden terrace has sweeping views over Ensenada Honda Bay and ends in a beautiful infinity pool with marble edging and an ornamental waterfall feature. There's also a glass-topped outdoor dining set with a shade umbrella for daytime use and miniature candle lanterns for the evenings. An eco-friendly property, the house runs on solar power and collects its own rainwater. Best Townhouse: Colonial Home in Old San Juan Airbnb Buy on Airbnb.com Bedrooms (2) 5 guests 1 King bed 1 Double bed Amenities Air conditioning 2 bathrooms Kitchen Wi-Fi Located in the heart of Old San Juan, this property is built in a Spanish colonial style that complements its historic setting. The house surrounds a small central courtyard with cast-iron furnishings, hammocks, potted plants, and fountains. From the courtyard, archways lead into an open-air kitchen and cool interior rooms with traditionally tiled floors, narrow marble staircases, and carved wooden fixtures. The master bedroom is set on the second floor and contains an antique four-poster bed and wooden Venetian doors that open to views of the courtyard. The second bedroom has direct courtyard access and is furnished with comfy bedding, a well-stocked bookshelf, and wall prints. Bathrooms have marble countertops and rainfall showers. Check out some of the top activities to partake in Old San Juan. Best for Nature: Lake Carite Treehouse Airbnb Buy on Airbnb.com Bedrooms (1) 2 guests 1 Queen bed Amenities Kitchen BBQ grill Private entrance Overlooking tranquil lake waters and tropical forest, this secluded and rustic property immerses guests in an unspoiled natural setting. Constructed on stilts, its elevated position places guests at the level of the tree canopy, providing leaf-filtered sunlight and excellent bird-watching opportunities. The outdoor wraparound terrace on the lower level has cloth hanging swing chairs, as well as simple tables and stools. The bedroom is in a loft, which has its own small scenic terrace for views over the treetops. Although the house is surrounded by trees, a small lawn with a wooden picnic table offers uninterrupted lake views. Around the grounds, there's a sustainable permaculture garden and a fire pit on the lawn. There is also a kayak available to take out onto the lake. Note that there isn't air conditioning, Wi-Fi, or TV in the house. 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