
Guest house holiday rentals in Caribbean
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Top-rated guest house rentals in Caribbean
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Cozy Private 1BR Tropical Retreat Francisca's
Welcome to Francisca's Place. Featured in Architectural Digest as one of the best ten places to visit in Miami. Minutes away from the best local attractions! Your Perfect Getaway: Relax and recharge in this tranquil oasis surrounded by a lush tropical garden. Enjoy all the comforts and privacy of home, browse a book from the library. Outside, sit by the koi pond and unwind to the sounds of the cascading waterfall. It is a retreat where you will feel joy, relax and leave wanting to come back.

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

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.

Modern & Cozy Hidden Gem•10 min MIA•Free Parking
Welcome to your Miami Escape Guesthouse, your easy, restful stay just minutes from MIA🌴 Why book with us? 🔐 Private entrance, smart-lock self check-in 24/7 ✈️ 10 min from Miami International Airport 🅿️ Free parking — driveway + gated 🛏️ Sleeps 3 (queen bed + full sofa bed) ❄️ Two split A/C units 🚿 Modern bath with rain shower 🍳 Fully stocked kitchen 📺 Smart TV with streaming · 🛜 fast Wi-Fi 🌳 Private patio — morning coffee in the Miami sun 🧼 Spotless. Every stay. No exceptions.

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.

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.

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.

les Ramiers
Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

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.

Unique forest cabin - Pool, river & private trails
Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

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

Modern & minimalist guesthouse, SoleBianco
SoleBianco is a pleasant place with minimalistic details that makes a great stay for those looking for something different. A two guests exclusive stay with a private pool are some of the enjoyments offered to contribute with your relaxation.
Popular amenities for guest house rentals in Caribbean
Family-friendly guest house rentals

High Tide Guesthouse - Room #3

Orchid Cottage

Jupiter Kozy Kottage- July openings,2.7 from ocean

Experience Tropical Camping at a Cabin Close to the Ocean

Cabin by the pool (privacy, bbq, a/c)

Pradera Country House

Cozy and charming cottage

the little house
Guest house rentals with a patio

Miami North Beach

Bungalow with Putting Green, Hot Tub, & Garden

Captivating Villa with Heated Pool, Laundry & More

Cozy Studio Retreat • King Bed

Waterfront Hideaway

Little gem with private pool & garden

Bright and Airy Studio - West Palm Beach

Peaceful Miami Escape | Free Parking
Guest house rentals with a washing machine and dryer

Heavenly Suite 1 - The M @ the Edge

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Near Miami Beach+Calle8 |Private Patio+BBQ+Parking

Private Pool, Ocean View, walk to Sandy Beach

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

814 LeChicShack •Modern GuestHouse• Private Entry

*KING BED* Private Cottage in the heart of WPB

Labyrinth Studio in the Heart of Wilton Drive
Destinations to explore
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