Cottage vacation rentals in Caribbean

Cozy, private oceanfront beach house in Rincón

Prívate, unique seaside cottage with spectacular direct ocean views, private beach access on the property (right in front of the home) and secure parking in beautiful Rincón, Puerto Rico! Enjoy sunbathing, swimming, snorkeling, whale watching and star gazing. This charming and simple home features stunning views, and invites you to live like a local in an immersive and authentic barrio experience. You’ll spot iguanas, abundant marine life, and many different types of tropical birds and plants.

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Bahia - Charming seaside cabin, loft/wood shutters

Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

Hidden Gem Cottage on the Beach

Hidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

Little Bird Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Little Bird is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 15. A stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded and romantic getaway.

Bear's House - Jungle Cottage, river and waterfall

Welcome to the jungle. Cottage fully equipped located just 5 minutes away from Route 32, Guapiles Get ready to have an unforgettable natural experience. Immersed in the jungle, the property has a private fall to look at and a swimming hole. You will see and hear birds, monkeys and a wide variety of wildlife You can split the long trip between the Caribbean and San José spending one night here or, if you go to Pacuare River or to Tortuguero National Park, this is indeed your accommodation

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

Blue Villa -Pool-Close to Beach-Free WiFi-King bed

Are you looking for the ideal villa with private pool and just a 3 minute drive to the best beaches in the world? Don't look further and welcome to Blue Villa! Blue Villa is a 1500 sq. ft. modern home designed as the perfect vacation retreat. This 2 bedroom/2 bathroom villa with private pool and large garden is located only a 3 minute drive from Palm Beach and close to the best restaurants and casinos. Escaping cold weather for a longer period? Multiple months rent is also possible.

Miramar Cottage – Immersed in the Cloud Forest!

Voted one of the Top 10 Airbnbs in Costa Rica by Forbes and Afar! This modern timber-frame cottage with sleek design and mid-century touches is sure to enchant. Immersed in the Monteverde cloud forest, you’ll feel secluded yet only minutes from Hotel Belmar and major conveniences. Floor-to-ceiling windows fill the space with natural light and open to Pacific Ocean views. A private terrace, freestanding tub, fast Wi-Fi and modern appliances complete the experience

Cozy Cay Casita 3 min walk to beach

Live life like a local! Centrally located on Spanish Wells close to the beach, restaurants and grocery store. Cay Casita is an island style tiny house (studio apartment layout) perfect for a mellow and stress free getaway. Multiple amenities included with your stay is use of bicycles, stand up paddle board, gas grill, a well stocked kitchen ,beach stuff, large covered patio space, free Wifi high speed internet and a spacious outdoor shower.

“ShoreTing” oceanfront, secret beach

Featured on Magnolia Network, HGTV and Dwell Magazine, it is boho beach bliss at this modern and unique beachfront property located on a secret beach. The quaint Gregory Town is 2 miles to the North. All photos here taken at our property/beach. Built in the spirit of a modern surf safari outpost, this sophisticated yet understated property captures the true essence of adventure. Recent photo shoots include JCREW, ALO, and TOMMY BAHAMA.

Casita Retreat River Pool Oasis

Relax and disconnect at this truly unique and tranquil getaway. This beautiful private cottage for couples located in the town of Adjuntas has a stunning natural pool, private waterfall, green roofs, relaxing hot water tub (wood fire heated), and exclusive access to the Tanama River. With more than a mile of trails to clear your mind, it promises to be excellent for your hiking, swimming, and exploration and enjoyment of nature!