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Guesthouse vacation rentals in Saint Ann

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Vacation rentals for every style

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Popular amenities for Saint Ann guesthouse rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly guest house rentals

Superhost
A tranquil beach scene features soft golden sand meeting gentle waves. Lush green foliage shadows rocky outcrops along the shoreline, while clear turquoise waters extend into the distance, reflecting a bright blue sky with a few scattered clouds.
Private room in Tower Isle
5 out of 5 average rating, 3 reviews

Urban Retreat - Cozy Solitude w/ Double Bed

Superhost
A panoramic view of the Caribbean Sea is captured, featuring a calm azure expanse under a clear blue sky. Lush greenery frames the scene, with hints of boats visible in the distance, enhancing the serene coastal landscape.
Private room in Tower Isle

Harmony Haven - Peaceful Retreat w/ Queen Bed

A spacious bed is centered in the room, adorned with a delicate white quilt. Two towel swans form a heart shape atop the bed, complemented by a small yellow flower. Bright yellow and green curtains frame the windows, allowing soft light to filter through.
Private room in Ocho Rios

Studio in Ocho Rios Town Centre

Superhost
A cozy bedroom features a queen bed with crisp linens and decorative towels. Natural light filters through large windows adorned with sheer curtains. A vintage wooden dresser and bedside tables complement the elegant decor. Subtle wall art adds a touch of charm to the warm atmosphere.
Private room in Tower Isle

Spacious & Elegant Guest Room w/ Queen Bed

An inviting pool surrounded by vibrant blue deck tiles offers a refreshing escape, with a view of the ocean in the background. Lush greenery and colorful homes dot the landscape, complementing the clear sky and distant clouds.
Guesthouse in RIO NUEVO

876 Oasis Villas: Oceanview 2 Bedroom - 2 Units*

The exterior of the charming studio is framed by landscaped gardens, featuring green plants and a gravel pathway. A red roof complements the white walls of the building. In the background, a large pink hotel structure is visible against a blue sky.
Private room in Ocho Rios
4.63 out of 5 average rating, 32 reviews

Fantastic Jamaican Studio Apartment

An elegantly decorated outdoor venue is showcased at night, featuring a large pool surrounded by string lights and seating arrangements. Various tables are set up, and guests can be seen socializing in the well-lit space, which is complemented by lush greenery and a gazebo.
Guesthouse in Saint Ann's Bay

Sea View VILLA 3 bedrooms

The exterior of the house features a multi-level design with a combination of stone and plaster walls. A tiled roof with multiple gables complements the architecture. A driveway leads to the garage, while a gate provides access to the property. Lush greenery surrounds the entrance.
Guesthouse in Plantation Village

Plantation Village Twin Oasis B

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Guest house rentals with a patio

A spacious sleeping area features a large bed covered with a dark purple blanket. Two bedside lamps and a dark wooden dresser complement the room's decor, which includes palm tree designs on the wall. A mirror reflects the inviting space.
Private room in Discovery Bay

Clemetson's Guesthouse3# King Suite Adorable Rooms

A charming exterior view of the property is framed by lush green leaves. The light-colored building features an archway entrance and windows adorned with white shutters, while potted plants add natural touches to the entrance.
Guesthouse in Rio Nuevo

Rockaway Suites Unit #8

A bedroom is presented with a spacious bed dressed in white linens and a light blue throw pillow. Soft gray curtains frame a window, allowing gentle light to filter in. An air conditioning unit is mounted above the bed, and a wall-mounted television is positioned nearby.
Private room in Ocho Rios

Ocean View B suite

A serene beach view is captured, showcasing the turquoise waters meeting the sandy shore. Lush green vegetation frames the scene, emphasizing the tropical landscape. The image incorporates text promoting Healing Retreat, along with contact details and an invitation to visit, enhancing the sense of accessibility.
Private room in Browns Town

Healing Retreat Bedroom3

A spacious outdoor area features a large heated swimming pool and a gazebo surrounded by lush greenery. The farmhouse-style building with a tiled roof provides a welcoming backdrop under a bright blue sky, inviting relaxation and enjoyment.
Guesthouse in St. Ann Parish

Chateau La DeBusschere; large pool, gardens

A modern living area features a sleek sectional sofa adorned with orange and grey cushions. A dining space with a contemporary table and grey chairs is visible, alongside a stylish breakfast bar with two stools. A large TV mounted on the wall adds to the ambiance.
Guesthouse in Ocho Rios

Raw’s Paradise

Guesthouse in Saint Ann's Bay
New place to stay

Experience Jamaica | Find Peace

A spacious building exterior features white walls with decorative accents. Lush greenery surrounds the entrance, highlighted by large planters. Arched windows and elegant columns contribute to the distinctive architectural style, while a set of stairs leads to the front door.
Private room in Runaway Bay

Charismatic Guest House

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Guest house rentals with a washer and dryer

Superhost
A person relaxes at the edge of a clear blue swimming pool, wearing a large sun hat. The vibrant water reflects sunlight, creating a tranquil atmosphere ideal for unwinding.
Guesthouse in Falmouth

Luxury*All Inclusive*Fits8-Shuttle*Beach*Pool*Gym

Top guest favorite
Vibrant purple orchids are prominently displayed in the foreground, with a lush garden environment surrounding a clear swimming pool in the background. Tropical plants and trees are seen throughout the scene, contributing to a serene outdoor atmosphere.
Guesthouse in Kingston
4.95 out of 5 average rating, 150 reviews

Orchid Cottage

The image depicts a sunny courtyard featuring a large, inviting swimming pool. Surrounding the pool are neatly arranged planters and a pathway leading to a bright orange building. A cozy porch area is visible, providing an open space for relaxation.
Guesthouse in Saint Annʼs Bay

Adorable Poolside Guest house

A spacious living area features a modern sectional sofa with colorful cushions. Light-colored tiled floors reflect natural light, while a chandelier adds a touch of elegance. An archway leads to a well-equipped kitchen, visible in the background, complete with wooden cabinetry and appliances.
Guesthouse in Spur Tree
4.86 out of 5 average rating, 7 reviews

Spur Tree Home Away Villa's 2 Bedroom Suite

A tranquil pool area features a curved pool surrounded by lush greenery and palm trees. Comfortable lounge chairs are positioned on the stone patio, inviting relaxation. A charming cottage with arched windows is seen in the background, complementing the serene outdoor setting.
Guesthouse in Kingston

Escape Place

Superhost
The colorful exterior of the duplex is showcased, featuring a vibrant yellow facade complemented by green and pink accents. Lush greenery surrounds the base, while large windows reflect the blue sky above. Steps lead up to the entrance, inviting exploration of this unique home.
Guesthouse in Spring Garden

Exclusive Mountain & Farm Villa Escape

Guest favorite
A single-story yellow house is positioned in a landscaped front yard adorned with green grass and various plants. The home features a covered porch with metal railings and multiple large windows, allowing natural light to fill the interior. A parked vehicle is visible in the driveway.
Guesthouse in Falmouth
4.85 out of 5 average rating, 20 reviews

Teraz Home Sweet Home

Superhost
The studio features a plush king-sized bed with decorative pillows. Rich red curtains adorn the windows, allowing natural light to enhance the warm tones of the walls. A modern bathroom is highlighted by tiled walls and a walk-in shower with a clear glass door.
Private room in Kingston
4.62 out of 5 average rating, 45 reviews

Lovable 1 bedroom in Manor Park area

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Destinations to explore

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  2. Jamaica
  3. Saint Ann
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