Holiday houses in Guana Key

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Guana Key

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Condo in Simpson Bay

4.78 out of 5 average rating, 157 reviews

Oceanfront w private Pool | Beach 1 street away

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Guest favourite

Home in Sint Maarten

5 out of 5 average rating, 21 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Guest favourite

Condo in Simpson Bay

5 out of 5 average rating, 24 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to main stream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room area, bathrooms, dinning area with a Caribbean feel. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters. Amenities enclosed & Wi-Fi included.

Guest favourite

Home in Marigot

5 out of 5 average rating, 6 reviews

Sweet Home on the Beach.

SITUATION Exceptionnelle. Vue sur la baie de Marigot Pieds dans l’eau Face à la Mer des Caraïbes Superbe plage de sable blanc, cocotiers, mer turquoise ATOUTS Maison duplex sur la plage Situation idéale pour visiter 4 Piscines 1 tennis Un beau jardin Résidence sécurisée 24H/24H Parking gratuit A côté : supermarché, boulangerie, restaurants Idéal pour Couple Famille ou Amis BON A SAVOIR A 2 kms de Marigot Voiture location conseillée Wifi, forfait ménage, serviettes, draps inclus dans le prix.

Guest favourite

Home in Cul-de-Sac

5 out of 5 average rating, 20 reviews

Waterfront property with water access & kayaks

Shallow turquoise waters, untouched island, beach clubs and cocktails, sand bank, pelicans and turtles. What else could you possibly need? Oh, yes: a place to stay. Villa Ti Case is a new 5 bedrooms waterfront holiday rental, located in a gated luxury residence occupied by private houses, holiday rentals and hotels. Less than 5 min drive to: French bakery, restaurants and beach bars, beaches, grocery stores, souvenir and clothing shops, boat charters, water sports, equestrian center, hikes.

Guest favourite

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 12 reviews

Bora Bora, on the beach, sea view 2 to 4 people

You dreaming of a vacation on the beach, you will not be disappointed. This apartment with direct sea view for 2 to 4 people is located in a quiet, secure and private residence, 4 swimming pools, tennis courts, parking lots. This little gem is fully equipped. At sunrise you will have your meals on a large terrace surrounded by palm trees, your feet in the sand admiring the beauty of the immense garden and in the evening before sleeping, the lights of the Island of Anguilla will transport you

Superhost

Apartment in Upper Prince's Quarter

4.75 out of 5 average rating, 12 reviews

The Tree House SXM

Want to life a sunny vacation in the beautiful Caribbean Island of St. Maarten, 15 minutes near the beaches and the center of Philipsburg. With unrivaled point-blank views of the Caribbean Sea, set within a meticulously renovated old villa in a quiet residential area, this fully furnished one bedroom apartment is a rare gem. Including Wi-Fi, A/C and the bedroom is appointed with a built-in closet. Best of all is the outside porch with stunning ocean views and a unique cruise ships vista.

Superhost

Home in Les Terres Basses

5 out of 5 average rating, 5 reviews

Villa Ellia - Modern luxury in St Martin FWI

Located in the prestigious Lowlands, this villa is your dream vacation spot with its breath-takings views on our beautiful green mountains. The villa is 5 minutes away from beaches, supermarkets, gyms, and activities. We will take great pleasure in hosting you. When renting with us you get concierge services to facilitate all things during your stay. Villa Ellia has 4 bedrooms and 4 bathrooms, the master bedroom and the kitchen have direct access to the large terrace and the private pool.

Superhost

Apartment in Collectivity of Saint Martin

4.91 out of 5 average rating, 11 reviews

Just in paradise with lagoon's view

Situé au 2ème étage, avec une superbe vue, dans une charmante résidence à la Baie Nettlé Joliment décoré, tout confort, entièrement équipée et climatisé. D'une surface de 50m2, idéal pour une ou deux personnes (deux à deux places) , cet appartement peut accueilr jusqu'à 9 personnes (lit bébé et lits singles supplémentaires fournis sur demande) Coin salon Espace bureau salle à manger sur la terrasse Salle de bain avec baignoire Piscine refaite à neuf . Un coucher du soleil inoubliable !

Guest favourite

Home in Phillipsburg

4.94 out of 5 average rating, 33 reviews

Villa Fleur de Mer Endless Ocean view /Priv. Pool

Villa Fleur de Mer is one of Sint Maarten's top-rated Villas. It is a private estate villa with a breathtaking 180-degree ocean view! You have seclusion and tranquility, with a private pool. Enjoy this adventurous yet tranquil paradise home between France and Holland. Spectacular views of the Atlantic Ocean with an unparalleled view of St. Barths. It is only a few minutes drive to downtown Phillipsburg and the French side.

Superhost

Condo in Pelican

4.68 out of 5 average rating, 62 reviews

SeaLaVie Apartment with Private Pool

Welcome to the stunning St. Maarten Beachfront Apartment with Private Pool! This luxurious Airbnb property offers an unforgettable vacation experience in one of the most beautiful and sought-after destinations in the Caribbean. Perched on the pristine white sands of St. Maarten's exquisite Kimsha beach, this beachfront apartment boasts breathtaking panoramic views of the turquoise waters and the endless horizon.

Guest favourite

Home in Cole Bay

4.89 out of 5 average rating, 28 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

Welcome to Villa del Mar, a luxurious executive home offering breathtaking panoramic views of the Caribbean Sea and stunning sunsets. From this exquisite property, you can see the islands of St. Barts, Nevis, St. Kitts, St. Eustatius, and Saba. Nestled in the premier residential area on the Dutch Side, it provides easy access to vibrant attractions and beautiful beaches while ensuring privacy and tranquility.