
Guesthouse vacation rentals in Caribbean Sea
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Top-rated guesthouse rentals in Caribbean Sea
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Romantic hideaway The Lodge at Cosmos St Lucia
Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.
4.96 out of 5 average rating, 193 reviews
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.
5.0 out of 5 average rating, 118 reviews
Imperial Rustic
Es un penthouse rustico, ideal para parejas, privado y exclusivo para los huespedes. El check in 4 pm El check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene habitacion matrimonial y en el segundo nivel un chalet para parejas tengan diferentes ambientes donde compartir, tiene una cama en el exterior, bbq, hamaca, columpio, sillas reclinables mecedoras, luces en las terrazas y en los cuartos, entre otros para su disfrute.
4.87 out of 5 average rating, 351 reviews
Suite con hermosas vistas en Tarrazú WiFi 100mbps
🌲Conecta tus sentidos con la madre naturaleza y permítete vivir PURA VIDA 🇨🇷. El sol, la lluvia, las plantas, la brisa, y una de las mejores vistas que puedas observar cada mañana al despertar!☀️🌿🍃 🌕 Desconéctate del ruido y reconecta con la calma de la montaña, un refugio rural donde el aire fresco, las vistas panorámicas y la tranquilidad del bosque nuboso crean el escenario perfecto para descansar, respirar profundo y vivir la esencia del campo costarricense con comodidad ⭐⭐⭐⭐⭐
4.92 out of 5 average rating, 114 reviews
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!
4.92 out of 5 average rating, 132 reviews
Ocean-View Studio + Patio | 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.
4.86 out of 5 average rating, 576 reviews
Modern Minimalist Guest Suite: SoleBianco
Escape to your own private, modern oasis just a 5-minute drive from the world-class surf and golden sands of Jobos Beach. Designed for travelers with a taste for minimalist luxury, this sleek architectural guest suite offers the ultimate indoor-outdoor tropical getaway. Bask in complete privacy behind secure courtyard walls, spend your days lounging by your pristine private lap pool, and experience the absolute best of Isabela’s vibrant coastal lifestyle.
5.0 out of 5 average rating, 238 reviews
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.
4.93 out of 5 average rating, 181 reviews
The Cabin in the Forest
Welcome to our place, a tranquil hideaway surrounded by lush forest in Cabo Rojo. Designed with warm wood details and open-air living, this space invites you to slow down, breathe deeply, and reconnect with nature. Enjoy peaceful mornings on the terrace, cozy evenings under soft lighting, and the soothing sounds of the forest all around you. A truly serene escape for those seeking beauty, privacy, and simplicity in a magical natural setting.
4.86 out of 5 average rating, 646 reviews
Treetop cabin - hot tub, pool & private rainforest
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 ✌️🇨🇷
5.0 out of 5 average rating, 115 reviews
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!
4.89 out of 5 average rating, 159 reviews
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.
5.0 out of 5 average rating, 235 reviewsPopular amenities for Caribbean Sea guesthouse rentals
Family-friendly guest house rentals

Orchid Cottage
4.96 out of 5 average rating, 166 reviews
The Retreat in El Valle - Casita de la Montaña
4.9 out of 5 average rating, 124 reviews
Tropical Paradise Sapacious 1 Bed Cabina AC & Pool
4.9 out of 5 average rating, 105 reviews
Casita (isla bonita) Cama Queen size
4.94 out of 5 average rating, 103 reviews
Ocean Front Studio Apartment ON THE BEACH with AC!
4.86 out of 5 average rating, 297 reviews
Cabaña de montaña con piscina privada en Panamá
4.8 out of 5 average rating, 205 reviews
Octopus Design Studio • Shared Villa by Ocean
4.95 out of 5 average rating, 174 reviews
Adorable p'tit cottage à 5 mn de la plage 🌴
4.85 out of 5 average rating, 150 reviewsGuest house rentals with a patio

1: Private Pool, Ocean Views & Walk to Sandy Beach
4.86 out of 5 average rating, 166 reviews
Volcano Views & Private Hot Tub • Kwepal cabin 1
4.95 out of 5 average rating, 237 reviews
5 minute from the airport, sleep 4, 2 Bedroom,
4.92 out of 5 average rating, 201 reviews
Casita Rosa Beachfront Suite
4.97 out of 5 average rating, 122 reviews
Downtown jungle house
4.91 out of 5 average rating, 265 reviews
Oasis privado con piscina en residencial tranquilo
4.9 out of 5 average rating, 106 reviews
Cocal Hideaway - Piña
4.96 out of 5 average rating, 113 reviews
Guesthouse #1 • 24/7 Solar Power • WiFi •Netflix
5.0 out of 5 average rating, 21 reviewsGuest house rentals with a washer and dryer

Ada's Garden by the Sea Apt#2
4.92 out of 5 average rating, 192 reviews
Bungalow aux terres basses
4.9 out of 5 average rating, 226 reviews
Experience Tropical Camping at a Cabin Close to the Ocean
5.0 out of 5 average rating, 466 reviews
Pool side Deluxe Cottage
4.98 out of 5 average rating, 272 reviews
les Ramiers
4.98 out of 5 average rating, 195 reviews
Heavenly Suite 1 - The M @ the Edge
4.99 out of 5 average rating, 152 reviews
Bird House - English Harbour
4.81 out of 5 average rating, 125 reviews
Luxury Petals
4.95 out of 5 average rating, 119 reviewsDestinations to explore
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