Vacation rentals in Montego Bay, MD

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Montego Bay, MD

Friendship Creek --- 35058 Dundee St - Montego Bay, MD

Friendship Creek --- 35058 Dundee St

Holiday Home, Montego Bay

Friendship Creek --- 35058 Dundee St is a holiday home in Montego Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Friendship Creek --- 35058 Dundee St

Friendship Creek --- 35058 Dundee St is a holiday home in Montego Bay, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, ourdoor pool, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,690.

From$145/night
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Oceanfront Building With Great Ocean and Bay Views - Montego Bay, MD

Oceanfront Building With Great Ocean and Bay Views

Condo, Montego Bay

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Oceanfront Building With Great Ocean and Bay Views

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,291.

From$112/night
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Oceanfront Building With Great Ocean and Bay Views - Montego Bay, MD

Oceanfront Building With Great Ocean and Bay Views

Condo, Montego Bay

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Oceanfront Building With Great Ocean and Bay Views

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,546.

From$139/night
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BLUEWATER EAST 303-S\t / \t1\t BDR / \tOcean Block\t condo / \tUptown\t location - Montego Bay, MD

BLUEWATER EAST 303-S\t / \t1\t BDR / \tOcean Block\t condo / \tUptown\t location

Condo, Montego Bay

BLUEWATER EAST 303-S\t / \t1\t BDR / \tOcean Block\t condo / \tUptown\t location is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a…

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About BLUEWATER EAST 303-S\t / \t1\t BDR / \tOcean Block\t condo / \tUptown\t location

BLUEWATER EAST 303-S\t / \t1\t BDR / \tOcean Block\t condo / \tUptown\t location is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,392.

From$147/night
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Browse Waterfront Vacation Rentals in Montego Bay, MD

Discover vacation rentals close to the coast, water, and beach areas around Montego Bay, MD.

Updated two bedroom, two bath ocean block condo - Montego Bay, MD

Updated two bedroom, two bath ocean block condo

Condo, Montego Bay

Updated two bedroom, two bath ocean block condo is a condo in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Updated two bedroom, two bath ocean block condo

Updated two bedroom, two bath ocean block condo is a condo in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,194.

From$216/night
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Oceanside Condo with a Pool in North Ocean City - Montego Bay, MD

Oceanside Condo with a Pool in North Ocean City

Condo, Montego Bay

Oceanside Condo with a Pool in North Ocean City is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Oceanside Condo with a Pool in North Ocean City

Oceanside Condo with a Pool in North Ocean City is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,109.

From$224/night
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Relaxing balcony with great views of both the ocean and the bay - Montego Bay, MD

Relaxing balcony with great views of both the ocean and the bay

Condo, Montego Bay

Relaxing balcony with great views of both the ocean and the bay is a condo in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base…

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About Relaxing balcony with great views of both the ocean and the bay

Relaxing balcony with great views of both the ocean and the bay is a condo in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,262.

From$224/night
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Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking - Montego Bay, MD

Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking

Condo, Montego Bay

Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking

Ocean View 2 BR 2 Bath Pool, Tennis 2 Car Parking is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,162.

From$234/night
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Browse Vacation Rentals with a Pool in Montego Bay, MD

Add a pool to the search when you want an easy place to cool off between outings.

Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool. - Montego Bay, MD

Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool.

Condo, Montego Bay

Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool. is a condo in Montego Bay, with pool access, easy beach access, and room for a group. This…

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About Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool.

Includes Xplorie Activities and Linens. The Waves - Upgraded 2BR oceanblock condo w/covered pool. is a condo in Montego Bay, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,312.

From$191/night
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2 Bed Condo with Master Bedroom Ocean Views - Montego Bay, MD

2 Bed Condo with Master Bedroom Ocean Views

Condo, Montego Bay

2 Bed Condo with Master Bedroom Ocean Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 2 Bed Condo with Master Bedroom Ocean Views

2 Bed Condo with Master Bedroom Ocean Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,015.

From$197/night
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Comfortable home near beach with screened porch, pool, tennis, & mini-golf - Montego Bay, MD

Comfortable home near beach with screened porch, pool, tennis, & mini-golf

Holiday Home, Montego Bay

Comfortable home near beach with screened porch, pool, tennis, & mini-golf is a holiday home in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives…

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About Comfortable home near beach with screened porch, pool, tennis, & mini-golf

Comfortable home near beach with screened porch, pool, tennis, & mini-golf is a holiday home in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,573.

From$211/night
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One Bedroom Oceanside Condo w/ Nice Views and Pool - Montego Bay, MD

One Bedroom Oceanside Condo w/ Nice Views and Pool

Condo, Montego Bay

One Bedroom Oceanside Condo w/ Nice Views and Pool is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring…

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About One Bedroom Oceanside Condo w/ Nice Views and Pool

One Bedroom Oceanside Condo w/ Nice Views and Pool is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,946.

From$212/night
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Best Montego Bay, MD vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Deck w/ Canal Access: Ocean City Townhome - Montego Bay, MD

Deck w/ Canal Access: Ocean City Townhome

Apartment, Montego Bay

Deck w/ Canal Access: Ocean City Townhome is a apartment in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

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About Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome is a apartment in Montego Bay, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,076.

From$235/night
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Walk to Maryland Beach: Canal-Front Escape w/ Dock - Montego Bay, MD

Walk to Maryland Beach: Canal-Front Escape w/ Dock

Holiday Home, Montego Bay

Walk to Maryland Beach: Canal-Front Escape w/ Dock is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to Maryland Beach: Canal-Front Escape w/ Dock

Walk to Maryland Beach: Canal-Front Escape w/ Dock is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,584.

From$245/night
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Beachside Getaway Updated 1BR with Wi-Fi & Pool - Montego Bay, MD

Beachside Getaway Updated 1BR with Wi-Fi & Pool

Condo, Montego Bay

Beachside Getaway Updated 1BR with Wi-Fi & Pool is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Beachside Getaway Updated 1BR with Wi-Fi & Pool

Beachside Getaway Updated 1BR with Wi-Fi & Pool is a condo in Montego Bay, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,739.

From$247/night
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Cozy Beach Getaway - 136th St Ocean City, Maryland - Montego Bay, MD

Cozy Beach Getaway - 136th St Ocean City, Maryland

Holiday Home, Montego Bay

Cozy Beach Getaway - 136th St Ocean City, Maryland is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Beach Getaway - 136th St Ocean City, Maryland

Cozy Beach Getaway - 136th St Ocean City, Maryland is a holiday home in Montego Bay, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,416.

From$250/night
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Best Pet-Friendly Vacation Rentals in Montego Bay, MD

Bring your pet along with stays that welcome four-legged travelers.

Barge Road Beach House Pet Friendly - Montego Bay, MD

Barge Road Beach House Pet Friendly

Holiday Home, Montego Bay

Barge Road Beach House Pet Friendly is a holiday home in Montego Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Barge Road Beach House Pet Friendly

Barge Road Beach House Pet Friendly is a holiday home in Montego Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,379.

From$195/night
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4th-Floor End Condo w/Incredible Location, Shared Olympic Pool, A/C, & Tennis - Montego Bay, MD

4th-Floor End Condo w/Incredible Location, Shared Olympic Pool, A/C, & Tennis

Condo, Montego Bay

4th-Floor End Condo w/Incredible Location, Shared Olympic Pool, A/C, & Tennis is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About 4th-Floor End Condo w/Incredible Location, Shared Olympic Pool, A/C, & Tennis

4th-Floor End Condo w/Incredible Location, Shared Olympic Pool, A/C, & Tennis is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,773.

From$224/night
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Bright and sunny 2 Bedroom condo on north end on Ocean City, closer to North Park. Vacation at the Shore with Shoreline Properties - Montego Bay, MD

Bright and sunny 2 Bedroom condo on north end on Ocean City, closer to North Park. Vacation at the Shore with Shoreline Properties

Condo, Montego Bay

Bright and sunny 2 Bedroom condo on north end on Ocean City, closer to North Park. Vacation at the Shore with Shoreline Properties is a condo in Montego Bay, with easy beach access, kitchen…

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About Bright and sunny 2 Bedroom condo on north end on Ocean City, closer to North Park. Vacation at the Shore with Shoreline Properties

Bright and sunny 2 Bedroom condo on north end on Ocean City, closer to North Park. Vacation at the Shore with Shoreline Properties is a condo in Montego Bay, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,378.

From$255/night
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3 BR 2 BA located in the Montego Bay Community, 2 Pools Tennis. Pets welcome - Montego Bay, MD

3 BR 2 BA located in the Montego Bay Community, 2 Pools Tennis. Pets welcome

Holiday Home, Montego Bay

3 BR 2 BA located in the Montego Bay Community, 2 Pools Tennis. Pets welcome is a holiday home in Montego Bay, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About 3 BR 2 BA located in the Montego Bay Community, 2 Pools Tennis. Pets welcome

3 BR 2 BA located in the Montego Bay Community, 2 Pools Tennis. Pets welcome is a holiday home in Montego Bay, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,494.

From$271/night
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Best Montego Bay, MD vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Oceanfront Building With Great Ocean and Bay Views - Montego Bay, MD

Oceanfront Building With Great Ocean and Bay Views

Condo, Montego Bay

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Oceanfront Building With Great Ocean and Bay Views

Oceanfront Building With Great Ocean and Bay Views is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,468.

From$235/night
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Braemar 503N 2 Br condo by RedAwning - Montego Bay, MD

Braemar 503N 2 Br condo by RedAwning

Condo, Montego Bay

Braemar 503N 2 Br condo by RedAwning is a condo in Montego Bay, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Braemar 503N 2 Br condo by RedAwning

Braemar 503N 2 Br condo by RedAwning is a condo in Montego Bay, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,233.

From$238/night
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Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's. - Montego Bay, MD

Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.

Condo, Montego Bay

Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's. is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers…

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About Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's.

Beautiful newly renovated ocean block 1 bed 1 bath condo, Wi-Fi and Smart tv's. is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,329.

From$239/night
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Braemar 503N-Oceanfront 131st St, Free WiFi, Pool, Elev, W/D, AC - Montego Bay, MD

Braemar 503N-Oceanfront 131st St, Free WiFi, Pool, Elev, W/D, AC

Condo, Montego Bay

Braemar 503N-Oceanfront 131st St, Free WiFi, Pool, Elev, W/D, AC is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Braemar 503N-Oceanfront 131st St, Free WiFi, Pool, Elev, W/D, AC

Braemar 503N-Oceanfront 131st St, Free WiFi, Pool, Elev, W/D, AC is a condo in Montego Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,302.

From$247/night
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