Vacation rentals with breakfast in Caribbean

4.92 out of 5 average rating, 620 reviews

The interior features a spacious living area with wooden flooring and a vaulted ceiling of palm thatch. Large sliding glass doors provide a panoramic view of the sea, leading to an outdoor deck. A comfortable sofa and a rustic wooden bar enhance the inviting space.

Hut in Bavaro

Hut #1 Romantic Luxury Beachfront with Jacuzzi

We have 3 bungalows, surrounded by palm trees and sand. Spend your days enjoying the private beach or relaxing in your terrace jacuzzi, mesmerized by the blue horizon. Luxury furnishings, quality. Private jacuzzi on your terrace. Free golf cart with driver. We personally deliver the house, explaining all its features. Welcome breakfast is included, with items stored in the cupboards and refrigerator for you to prepare as you wish. Starlink and mobile Wi-Fi, BBQ, beach games, lounge chairs

An elevated infinity pool is illuminated against the twilight sky, reflecting vibrant hues. Surrounding the pool, lush greenery complements the serene atmosphere. The view captures the rooftops of nearby buildings, creating a tranquil setting for relaxation.

4.97 out of 5 average rating, 232 reviews

Casa San Antonio, Designer Villa w/Rooftop Pool.

Magnificent house from the 18th century restored by one of the most renowned architects in Colombia. The 4 story villa with 4200 sqft includes 5 bedrooms, 2 living rooms, a 360° viewpoint, and one of the best rooftop swimming pools in the historic center. Enjoys a prime location situated only 2 blocks away from the New Four Seasons Hotel at Getsemani, 3 blocks away from Pegasus monument, prime stores and restaurants. Includes: Daily American breakfast, Maid, Chef and a Doorman (6 pm - 6 am).

4.9 out of 5 average rating, 237 reviews

A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.

Boat in Key West

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

4.97 out of 5 average rating, 259 reviews

A wooden deck features two red lounge chairs, positioned to overlook a lush green landscape. Surrounding trees provide a natural backdrop, with glimpses of distant buildings visible through the foliage. The sky above is partly cloudy, enhancing the serene outdoor setting.

Farm stay in Cayey

The Pretext: Villa 1M

El Pretexto is our home and life’s undertaking. A space that combines wooden villas, an agroecology farming bed, an orchard, a forest, and a large wooden deck. Located in a very peaceful area in the mountains of Cayey with fantastic views all the way to the south coast and just one hour away from San Juan. El Pretexto is an adults-only (18+) venue, so if you are looking for a relaxed, countryside experience, El Pretexto is the place to stay. Farm-to-Table breakfasts are included each morning.

4.95 out of 5 average rating, 187 reviews

An outdoor deck area features a hammock suspended between two structures, inviting relaxation amid lush greenery. A small kitchen with a microwave and mini-fridge is visible, along with a dining table surrounded by chairs, all set in a tranquil garden setting.

Tiny home in Vieques

Baez Haus Tiny Treehouse at Finca Victoria

This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

5 out of 5 average rating, 216 reviews

A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.

Guest suite in Luquillo

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

5 out of 5 average rating, 264 reviews

A spacious rooftop terrace is presented, featuring comfortable seating arrangements and a large dining table. The area showcases brick flooring and is surrounded by lush greenery. The skyline and other buildings of Havana are visible in the background, under a serene sky with soft, scattered clouds.

Loft in La Habana

Colonial Rooftop Loft in the ❤️ of Havana

Our beautiful loft stands on the top floor of a Neo-Classical building at the heart of hip artistic Vedado, within steps of trendy restaurants, entertainment nightspots, Hotel Nacional, Malecón, and 5-min drive to Old Havana. Designed around a contemporary interpretation of colonial architecture, the 5m-high open space features mezzanine levels stretching from one side of the apt to the other, and large rooftop terraces with dining/lounging areas offering breathtaking views of Havana.

A rooftop terrace features a relaxing hot tub surrounded by lush greenery. Comfortable seating areas include wicker chairs and a wooden table, with stunning views of the city skyline and distant hills under a clear blue sky.

4.99 out of 5 average rating, 112 reviews

Casa O Getsemani Luxury Boutique House

Welcome to Casa O Getsemani! Immerse yourself in luxury at this new 4-story haven in in the coolest neighborhoods.Designed by the renowned architect Vladimir Caballero, our house accommodates 6 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Getsemani.

4.96 out of 5 average rating, 166 reviews

NOK Iconic 6BR Luxury Villa with Pool at Getsemani

Luxury colonial villa in Getsemaní with 24/7 staff for daily room cleaning and security. This iconic 6BR home features a private pool, rooftop terrace and daily breakfast. Located steps from Café Havana, it blends 200‑year‑old architecture with modern design for an unforgettable Cartagena stay. Recognized by Airbnb for having one of the best swimming pools in the world and featured in international architecture and lifestyle publications.

4.98 out of 5 average rating, 125 reviews

A spacious terrace features comfortable seating and a swing, surrounded by lush greenery. A small, inviting hot tub is visible nearby, offering a relaxing retreat. The area is bathed in natural light, enhancing the connection with the surrounding nature.

Villa in La Fortuna

Villa Izu Garden #2 Breakfast Included

Ideal villa to rest, surrounded by nature. A great place to celebrate honeymoons, anniversaries, or birthdays, or just to unwind from stress. 20 minutes from downtown Fortuna, this place is perfect to end the day in your hot tub and hot water that reaches a MAXIMUM temperature of 40 degrees Celsius, which you can enjoy on your fully private terrace overlooking the garden. * Our accommodation includes breakfast.

4.99 out of 5 average rating, 168 reviews

Casa Coco • Private Villa • Pool & Rooftop Jacuzzi

Stay in a private luxury villa in the heart of Cartagena’s Old City. Enjoy your own pool and rooftop jacuzzi, perfect for relaxing days and sunset evenings. Located in vibrant Getsemaní, within walking distance to restaurants, nightlife and historic streets. Ideal for families, groups or friends looking for comfort, privacy and a unique experience. Enjoy complete privacy — the entire house is exclusively yours.