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Guesthouse vacation rentals in Anna's Retreat

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Anna's Retreat guesthouse rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly guest house rentals

Guest favorite
The bedroom features a spacious bed draped in colorful bedding, complemented by decorative pillows. Wooden beams rise above, enhancing the airy feel. Nearby, a dresser and a mirror reflect the warm, inviting tones of the room. Natural light streams through shutters, illuminating the cozy seating area.
Guesthouse in Saint John
4.97 out of 5 average rating, 37 reviews

Faith

Guest favorite
A close-up view of a cactus plant showcases vibrant red flowers blooming atop green, textured stems. The stems are dotted with small white protrusions, emphasizing the unique features of this desert plant.
Guesthouse in Fish Bay
4.96 out of 5 average rating, 96 reviews

Cactus Flower Cottage

Guest favorite
A spacious bedroom is highlighted by a vaulted ceiling with exposed wooden beams. A colorful patterned bedspread covers the bed, complemented by two bedside lamps. A seating area with chairs is arranged next to a small table, adding to the cozy ambiance.
Guesthouse in Saint John
4.9 out of 5 average rating, 42 reviews

Hope

Guest favorite
A panoramic view of the ocean is captured, showcasing a blend of turquoise water and clouds. Lush greenery is visible in the foreground, featuring swaying palm trees. The horizon is marked by a distant ship, creating a sense of serenity and connection to nature.
Guesthouse in Southside
5 out of 5 average rating, 15 reviews

Darling Palms Retreat: Solar Beachside 2BR Oasis

Guest favorite
A cozy sleeping area features a floral-patterned quilt draped over a spacious bed. Pink walls provide a cheerful backdrop, and natural light filters through a nearby window adorned with sheer curtains. A small television is mounted on the wall, completing the inviting space.
Guesthouse in St. Thomas
4.91 out of 5 average rating, 442 reviews

Sweet Cottage.

Top guest favorite
A spacious wrap-around porch features a round table with four white chairs, inviting outdoor relaxation. Lush greenery and stunning ocean views can be seen in the distance, while bright clouds drift across the sky, enhancing the serene ambiance.
Guesthouse in Coral Bay
4.99 out of 5 average rating, 113 reviews

A House of Open Arms Cottage with AC

Top guest favorite
A serene view of a sparkling pool is complemented by expansive blue waters and lush green hills in the distance. The vibrant sky is adorned with fluffy clouds, enhancing the tranquil ambiance. Palm fronds frame the scene, adding a tropical touch to the picturesque landscape.
Guesthouse in St. John
5 out of 5 average rating, 63 reviews

A House of Open Arms Villa with Pool and AC

Guest favorite
Two vibrant blue chairs are positioned around a glass table, offering a cozy seating area. In the background, a well-lit kitchen features modern appliances and bar stools at the counter. Natural light fills the space through a nearby window, complemented by sheer curtains.
Guesthouse in Cruz Bay
4.9 out of 5 average rating, 10 reviews

St John villa 7min to Cruz bay, Oceanview, King Bd

Guest house rentals with a patio

Guest favorite
The bedroom features a spacious bed draped in colorful bedding, complemented by decorative pillows. Wooden beams rise above, enhancing the airy feel. Nearby, a dresser and a mirror reflect the warm, inviting tones of the room. Natural light streams through shutters, illuminating the cozy seating area.
Guesthouse in Saint John
4.97 out of 5 average rating, 37 reviews

Faith

An outdoor area features a vibrant tiki bar with lights illuminating the space, accompanied by a refreshing saltwater pool. Surrounded by lush tropical foliage, the deck offers various seating options, creating an inviting atmosphere for relaxation and entertainment.
Guesthouse in Charlotte Amalie
5 out of 5 average rating, 6 reviews

Two Tickets To Paradise Cottage -Tiki Bar & Pool

A vibrant display of purple and white flowers is positioned in front of a blue wooden gate, marked with a sign reading 'Pembroke Place.' The gate features a rounded top, complemented by a light blue wall that adds to the welcoming ambiance.
Guesthouse in Northside

2 Bedroom Cottage, with pool.

Guest favorite
A spacious living area is showcased, featuring a comfortable sectional sofa accompanied by a side table with greenery. A dining table with several chairs is positioned nearby. In the background, a modern kitchen is visible, with white cabinetry and stainless steel appliances.
Private room in Charlotte Amalie
4.85 out of 5 average rating, 33 reviews

Charlotte Amalie Overlook Soursop Room5-3

Superhost
A spacious bedroom features two queen-sized beds dressed in blue linens. A flat-screen television is positioned on a dark wood dresser. Natural light filters through sheer curtains covering a window, while a ceiling fan is mounted above for ventilation.
Private room in Charlotte Amalie
4.67 out of 5 average rating, 9 reviews

Charlotte Amalie Overlook Ackee

Guest favorite
A panoramic view of the ocean is captured, showcasing a blend of turquoise water and clouds. Lush greenery is visible in the foreground, featuring swaying palm trees. The horizon is marked by a distant ship, creating a sense of serenity and connection to nature.
Guesthouse in Southside
5 out of 5 average rating, 15 reviews

Darling Palms Retreat: Solar Beachside 2BR Oasis

Superhost
A spacious living area features a comfortable sectional sofa positioned beside a small table with a plant. A dining table with chairs is visible, complemented by a kitchen area in the background. Large windows allow natural light to fill the room.
Private room in Charlotte Amalie
4.64 out of 5 average rating, 14 reviews

Charlotte Amalie Overlook Papaya Room5-2

Guesthouse in East End
New place to stay

Beautiful & Spacious Guest House w/ Gym

Guest house rentals with a washer and dryer

Guest favorite
A bright living area showcases a tan leather sofa adorned with decorative pillows. A neutral coffee table sits in front, complemented by a large vase. Light streams in from nearby windows, and an exit to the kitchen is visible in the background.
Guesthouse in Northside
4.96 out of 5 average rating, 25 reviews

La Brisa: Oceanview Escape w/ Included Jeep Rental

Guest favorite
The view features lush greenery in the foreground, including colorful flowering plants and dense foliage. Beyond, the serene ocean is visible with boats gently floating on the water, framed by distant mountains under a clear sky.
Guesthouse in Tortola
4.96 out of 5 average rating, 46 reviews

Quiet Studio with Ocean Views

A panoramic view captures the lush coastline meeting the ocean, with a runway leading into the distance. Bright blue skies with scattered clouds stretch overhead, while palm trees frame the scene, enhancing the natural beauty of the surrounding landscape.
Guesthouse in 108-A-15 Estate Contant Northside
5 out of 5 average rating, 11 reviews

Crown Mountain Manor. Modern Living with a view.

A shared pool is framed by a wooden deck and surrounded by lush greenery. Two lounge chairs are positioned near the water, while a basketball hoop stands on one side. The sky is filled with clouds, reflecting softly in the calm pool surface.
Guesthouse in Cruz Bay
4.74 out of 5 average rating, 42 reviews

Blue Aweigh

Guesthouse in Tortola
5 out of 5 average rating, 30 reviews

Panoramic Ocean Views and Secluded Beach

Guest favorite
The villa is positioned on a hillside surrounded by lush greenery and vibrant tropical flowers. A wooden deck extends from the structure, offering views of the turquoise waters and rugged coastline. Soft clouds drift overhead, enhancing the serene seaside atmosphere.
Guesthouse in Saint John
5 out of 5 average rating, 12 reviews

Beachfront East End of St John

Guest favorite
An oceanfront balcony provides a relaxing space with a small table and chairs, complemented by a lounge chair. Beach towels and a shell decoratively rest on the table, with panoramic views of the Caribbean Sea and distant clouds visible in the background.
Private room in St. John
4.8 out of 5 average rating, 10 reviews

Coconut Coast Villas - Petrea Waterfront Studio

Superhost
A modest concrete building is framed by lush tropical foliage. Potted plants adorn the exterior, and textured gravel leads to a small step area. Light and shadow play across the surface, with window shutters providing ventilation and aesthetic detail.
Guesthouse in Vieques
4.77 out of 5 average rating, 64 reviews

Magnolia Esperanza Cottage

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