
Guesthouse holiday rentals in Caribbean Sea
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Top-rated Guesthouses in Caribbean Sea
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Suite with stunning views in Tarrazú, 100 Mbps Wi-Fi
🌲Connect your senses with Mother Nature and allow yourself to experience PURE LIFE 🇨🇷. The sun, the rain, the plants, the breeze, and one of the best views you can see every morning when you wake up!☀️🌿🍃 🌕 Escape the hustle and bustle and reconnect with the calm of the mountains, a rural retreat where fresh air, panoramic views and the tranquillity of the cloud forest create the perfect setting to unwind, take a deep breath and experience the essence of the Costa Rican countryside in comfort ⭐⭐⭐⭐⭐
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Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 21 or older.
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“Sail Loft Port”, Duplex with a Pool, Beach Access
Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.
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High Tide Guesthouse - Room #3
Welcome to High Tide Guesthouse, we are centrally located in the vibrant town of La Parguera, Puerto Rico. Our Guesthouse is a short walk from restaurants, gift shops, boutiques and much more. The area consists of the famous Keys such as Caracoles, Mata La Gata, and the Bioluminescent Bay. All of these experiences are just minutes from our newly renovated rooms. This small room is perfect for a single person or a couple for a weekend getaway. See host profile for additional rooms too!
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1: Private Pool, Ocean Views & Walk to Sandy Beach
RELAX and Enjoy Island Time Located only seven houses up the road from Sandy Beach, You’ll be able to enjoy this quiet and quaint economical casita located in the heart of the well known Puntas neighborhood with it’s handful of restaurants, bars, food trucks, and other amenities like yoga, and surfboard rentals, and some of the best surf breaks. This casita is ideal for couples or solo travelers who want to get away, disconnect and enjoy Rincon at their own pace.
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Imperial Rustic
It is a rustic penthouse, ideal for couples, private and exclusive for guests. Check-in at 4:00 pm Check-out is at 12:00 pm. It has a rustic jacuzzi and several terraces, where you can contemplate the natural landscape. It has a master bedroom and on the second level a chalet for couples to have different areas to share. It has an outdoor bed, BBQ, hammock, swing, rocking chairs, lights on the terraces and in the rooms, among other things for your enjoyment.
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Ocean-View Studio + Courtyard | La Casita Inn
Welcome to La Casita Inn! A private ocean-view studio designed for a memorable stay in Rincón. Wake up to views of the Caribbean Sea and enjoy your morning coffee on the private patio as the sun rises. A calm, quiet space to slow down and unwind. What you’ll love: • Peaceful location • Ocean view • Beach gear included (chairs, cooler, towels) • Free parking and self check-in Whether you’re here to explore or disconnect, La Casita Inn is the place to stay.
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Stingray Cottage, Hummingbirds, Mountain/Sea View
PLEASE NOTE: We do not accept children under 13. A two-level cottage for 2 with a king bed downstairs (or two twins), reach the working space in the loft by a wooden ladder.Views of Blue Mountains, Nonsuch Falls and the coastline, plus a balcony kitchenette and hammock. Swim in our 25m lap pool, train in the Jungle Gym, and reach Frenchman’s Cove in 5 minutes. Stingray suits couples, friends or solo travelers who want a quiet nature retreat.
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Treetop cabin - Private hot tub, pool & trails
An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷
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Jungle loft in the heights of Aripo
Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!
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Suave Vida Getaway - Guesthouse
The Suave Vida Getaway Guesthouse offers you its openness with window walls and valley views surrounded in Costa Rican Nature at its purest. You will feel emerged to the views of the valley in a comfortably spacious open space enriched with stylish furniture and décor themed to bring raw elements of nature inside the living area. You will find yourself in tranquility with the sounds of nature and the running streams.
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Stylish Loft with Stunning Panoramic Views
Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela
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Popular amenities for Caribbean Sea guesthouses
Family-Friendly guesthouses

Ocean Front Studio Apartment ON THE BEACH with AC!
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Tropical Paradise Sapacious 1 Bed Cabina AC & Pool
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Little House (Beautiful Island) Queen Size Bed
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The Retreat in El Valle - Mountain House
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Pradera Country House
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Mountain cabin with private pool in Panama
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Orchid Cottage
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Octopus Design Studio • Shared Villa by Ocean
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Guesthouses with a patio

5 minute from the airport, sleep 4, 2 Bedroom,
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Modern Minimalist Guest Suite: SoleBianco
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Private oasis with pool in a quiet residential area
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Little gem with private pool & garden
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Downtown jungle house
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Volcano Views & Private Hot Tub • Kwepal cabin 1
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Cozy and Private Apartment
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Private guest house in Ancón
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Guest house rentals with a washing machine and dryer

Experience Tropical Camping at a Cabin Close to the Ocean
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Ada's Garden by the Sea Apt#2
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Heavenly Suite 2 - The M @ The Edge
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Pool side Deluxe Cottage
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Travel to Luna @ iL Sognatore "Solar powered"
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Bungalow in the lowlands
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St. Croix Ocean Vista Honeymoon Cottage - Beach
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Les Ramiers
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Destinations to explore
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