
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.

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.
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Stingray Cottage
PLEASE NOTE: This property does not accept children under 13 years old. Wake up to bird song and three iconic views: Blue Mountain Peak, the Port Antonio coastline, and a nearby waterfall. Stingray is a private one-bedroom retreat for two inside a living nature sanctuary. King bed, full bathroom, kitchenette, private lap pool, hammock, outdoor dining and gym. WiFi and free parking included. Minutes from the Blue Lagoon and Reach Falls. No parties, no smoking inside, no unregistered guests
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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 18 or older.
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Artist A frame in Paradise Casa Mandala #1
Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame cabin next to my small main house. The restroom and large outdoor shower room are steps away and offer a private outdoor shower experience. Ac in room is super cold with queen bed with breathable memory foam mattress provide cozy feel. Beach chairs ,towels, and snorkel masks included. Parking on-site. Don't take my word for it read the reviews. I am also able to help out should the need arise.
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5 minute from the airport, sleep 4, 2 Bedroom,
Welcome to your home away from home in Carolina, Puerto Rico! This spacious accommodation can host up to 8 guests and is strategically located just 10 minutes from the Luis Muñoz Marín International Airport, making it the perfect choice for your comfort and convenience. The property is fully equipped with everything you need to ensure a pleasant stay. Additionally, we are close to beaches, restaurants, and local attractions, allowing you to fully enjoy your experience in Puerto Rico. !
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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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Private Pool House, Heart of Rincon
Keep it simple and enjoy a refreshing swimming experience at this peaceful, centrally-located pool house with exotic countryside views of Rincon. Located less than 3 minutes to both beaches and the center of Downtown Rincon, this ultra private and exclusive enclave offers a private mini pool, outdoor deck, and spectacular views. Enjoy a King sized bed, full bathroom and kitchen. This home is located in a private, gated entry street, offering optimum safety and security.
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Imperial Rustic
Es un penthouse rustico, la piscina y el jaccuzy son totalmente exclusivo para los huespedes, el check in 3 pm y el check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene un cuarto matrimonial y otro cuarto en el segundo nivel muy romantico para parejas, 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.
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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.
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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.
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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.
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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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Popular amenities for Caribbean Sea guesthouses
Family-Friendly guesthouses

Experience Tropical Camping at a Cabin Close to the Ocean
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Cabin by the Pool BBQ, Pool, A/C Pet Friendly
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Mountain cabin with private pool in Panama
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Ada's Garden by the Sea Apt#2
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Pradera Country House
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1: Private Pool, Ocean Views, Walk to Sandy Beach
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“Sail Loft Port”, Duplex with a Pool, Beach Access
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Ocean Front Studio Apartment ON THE BEACH with AC!
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Guesthouses with a patio

Under Sea guest house.
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Luxury Meets Nature I Jacuzzi & Mountain View
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West Bay Boutique 2BR Ocean Views & Sunsets & Pool
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Little gem with private pool & garden
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Exclusive Mountain & Farm Villa Escape
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El Refugio… Connect with Nature
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Luxury Petals
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Guesthouse #1 • 24/7 Solar Power • WiFi •Netflix
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Guest house rentals with a washing machine and dryer

Heavenly Suite 1 - The M @ the Edge
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Opa's House
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Orchid Cottage
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Cactus Flower Cottage
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Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
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Pool side Deluxe Cottage
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St. Croix Ocean Vista Honeymoon Cottage - Beach
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Bungalow in the lowlands
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