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Holiday Rentals in St. Ann's Bay

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88 rentals in St. Ann's Bay.
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Private Chef! Housekeepers! Pool!  Family Friendly! Elegance and Luxury at, holiday rental in St. Ann's Bay
Private Chef! Housekeepers! Pool!  Family Friendly! Elegance and Luxury at, holiday rental in St. Ann's Bay
Private Chef! Housekeepers! Pool!  Family Friendly! Elegance and Luxury at, holiday rental in St. Ann's Bay

Private Chef! Housekeepers! Pool! Family Friendly! Elegance and Luxury at

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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 Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann , holiday rental in St. Ann's Bay
 Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann , holiday rental in St. Ann's Bay
 Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann , holiday rental in St. Ann's Bay

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bamboo Breeze Inn a Beautiful Hideaway , holiday rental in St. Ann's Bay
Bamboo Breeze Inn a Beautiful Hideaway , holiday rental in St. Ann's Bay
Bamboo Breeze Inn a Beautiful Hideaway , holiday rental in St. Ann's Bay

Bamboo Breeze Inn a Beautiful Hideaway

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous, Private and Secure Country Club Home #2 - 'The Nylah', holiday rental in St. Ann's Bay
Gorgeous, Private and Secure Country Club Home #2 - 'The Nylah', holiday rental in St. Ann's Bay
Gorgeous, Private and Secure Country Club Home #2 - 'The Nylah', holiday rental in St. Ann's Bay

Gorgeous, Private and Secure Country Club Home #2 - 'The Nylah'

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Drax Hall Country Club, Ocho Rios., holiday rental in St. Ann's Bay
Drax Hall Country Club, Ocho Rios., holiday rental in St. Ann's Bay
Drax Hall Country Club, Ocho Rios., holiday rental in St. Ann's Bay

Drax Hall Country Club, Ocho Rios.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy -Terra Nova Luxury Villa on the North Coast, holiday rental in St. Ann's Bay
Cozy -Terra Nova Luxury Villa on the North Coast, holiday rental in St. Ann's Bay
Cozy -Terra Nova Luxury Villa on the North Coast, holiday rental in St. Ann's Bay

Cozy -Terra Nova Luxury Villa on the North Coast

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Villa Sophia, holiday rental in St. Ann's Bay
Villa Sophia, holiday rental in St. Ann's Bay
Villa Sophia, holiday rental in St. Ann's Bay

Villa Sophia

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Vacation Home with  Free WIFI, holiday rental in St. Ann's Bay
Luxury Vacation Home with  Free WIFI, holiday rental in St. Ann's Bay
Luxury Vacation Home with  Free WIFI, holiday rental in St. Ann's Bay

Luxury Vacation Home with Free WIFI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cool shades gated estate, holiday rental in St. Ann's Bay
Cool shades gated estate, holiday rental in St. Ann's Bay
Cool shades gated estate, holiday rental in St. Ann's Bay

Cool shades gated estate

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Escape Villa, holiday rental in St. Ann's Bay
Tropical Escape Villa, holiday rental in St. Ann's Bay
Tropical Escape Villa, holiday rental in St. Ann's Bay

Tropical Escape Villa

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous, Private and Secure Country Club Home #3 - 'The Maria', holiday rental in St. Ann's Bay
Gorgeous, Private and Secure Country Club Home #3 - 'The Maria', holiday rental in St. Ann's Bay
Gorgeous, Private and Secure Country Club Home #3 - 'The Maria', holiday rental in St. Ann's Bay

Gorgeous, Private and Secure Country Club Home #3 - 'The Maria'

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wilson's EnSuite Deluxe , holiday rental in St. Ann's Bay
Wilson's EnSuite Deluxe , holiday rental in St. Ann's Bay
Wilson's EnSuite Deluxe , holiday rental in St. Ann's Bay

Wilson's EnSuite Deluxe

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Palms, holiday rental in St. Ann's Bay
The Palms, holiday rental in St. Ann's Bay
The Palms, holiday rental in St. Ann's Bay

The Palms

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Beach House, holiday rental in St. Ann's Bay
Ocean View Beach House, holiday rental in St. Ann's Bay
Ocean View Beach House, holiday rental in St. Ann's Bay

Ocean View Beach House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ESCAPE EVERYTHING WITH THIS LUXURIOUS  OCEAN  VACATION VILLA, holiday rental in St. Ann's Bay
ESCAPE EVERYTHING WITH THIS LUXURIOUS  OCEAN  VACATION VILLA, holiday rental in St. Ann's Bay
ESCAPE EVERYTHING WITH THIS LUXURIOUS  OCEAN  VACATION VILLA, holiday rental in St. Ann's Bay

ESCAPE EVERYTHING WITH THIS LUXURIOUS OCEAN VACATION VILLA

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Jamaica Retreat, holiday rental in St. Ann's Bay
Jamaica Retreat, holiday rental in St. Ann's Bay
Jamaica Retreat, holiday rental in St. Ann's Bay

Jamaica Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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 Drax Hall Country club 140 Sunshine Villa , holiday rental in St. Ann's Bay
 Drax Hall Country club 140 Sunshine Villa , holiday rental in St. Ann's Bay
 Drax Hall Country club 140 Sunshine Villa , holiday rental in St. Ann's Bay

Drax Hall Country club 140 Sunshine Villa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Geddes Great House Health and Wellness Farm, holiday rental in St. Ann's Bay
Geddes Great House Health and Wellness Farm, holiday rental in St. Ann's Bay
Geddes Great House Health and Wellness Farm, holiday rental in St. Ann's Bay

Geddes Great House Health and Wellness Farm

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Treehouse at Willows Estate, holiday rental in St. Ann's Bay
Treehouse at Willows Estate, holiday rental in St. Ann's Bay
Treehouse at Willows Estate, holiday rental in St. Ann's Bay

Treehouse at Willows Estate

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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 Sea Shell Villa   Ocean View, holiday rental in St. Ann's Bay
 Sea Shell Villa   Ocean View, holiday rental in St. Ann's Bay
 Sea Shell Villa   Ocean View, holiday rental in St. Ann's Bay

Sea Shell Villa Ocean View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blû Solé - Smart Home w/Private Beach, Butler, Rooftop w/Fire-pit, Pool, Chef!, holiday rental in St. Ann's Bay
Blû Solé - Smart Home w/Private Beach, Butler, Rooftop w/Fire-pit, Pool, Chef!, holiday rental in St. Ann's Bay
Blû Solé - Smart Home w/Private Beach, Butler, Rooftop w/Fire-pit, Pool, Chef!, holiday rental in St. Ann's Bay

Blû Solé - Smart Home w/Private Beach, Butler, Rooftop w/Fire-pit, Pool, Chef!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Destiny on the Beach w/ Pool & Roof Terrace, holiday rental in St. Ann's Bay
Destiny on the Beach w/ Pool & Roof Terrace, holiday rental in St. Ann's Bay
Destiny on the Beach w/ Pool & Roof Terrace, holiday rental in St. Ann's Bay

Destiny on the Beach w/ Pool & Roof Terrace

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Di Nest , holiday rental in St. Ann's Bay
Di Nest , holiday rental in St. Ann's Bay
Di Nest , holiday rental in St. Ann's Bay

Di Nest

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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The Hacienda  62  Culloden by the Sea Whitehouse Westmoreland Jamaica, holiday rental in St. Ann's Bay
The Hacienda  62  Culloden by the Sea Whitehouse Westmoreland Jamaica, holiday rental in St. Ann's Bay
The Hacienda  62  Culloden by the Sea Whitehouse Westmoreland Jamaica, holiday rental in St. Ann's Bay

The Hacienda 62 Culloden by the Sea Whitehouse Westmoreland Jamaica

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocho Rios Vibz Island Villa-, holiday rental in St. Ann's Bay
Ocho Rios Vibz Island Villa-, holiday rental in St. Ann's Bay
Ocho Rios Vibz Island Villa-, holiday rental in St. Ann's Bay

Ocho Rios Vibz Island Villa-

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Discovery Bay , holiday rental in St. Ann's Bay
Discovery Bay , holiday rental in St. Ann's Bay
Discovery Bay , holiday rental in St. Ann's Bay

Discovery Bay

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach  access , holiday rental in St. Ann's Bay
Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach  access , holiday rental in St. Ann's Bay
Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach  access , holiday rental in St. Ann's Bay

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sandy Bottoms Beach Villa, Smart Home Located on the Beach with Mountain Views, holiday rental in St. Ann's Bay
Sandy Bottoms Beach Villa, Smart Home Located on the Beach with Mountain Views, holiday rental in St. Ann's Bay
Sandy Bottoms Beach Villa, Smart Home Located on the Beach with Mountain Views, holiday rental in St. Ann's Bay

Sandy Bottoms Beach Villa, Smart Home Located on the Beach with Mountain Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Savannah's Place, holiday rental in St. Ann's Bay
Savannah's Place, holiday rental in St. Ann's Bay
Savannah's Place, holiday rental in St. Ann's Bay

Savannah's Place

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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EcoScape Jamaica - Cottage by the river, holiday rental in St. Ann's Bay
EcoScape Jamaica - Cottage by the river, holiday rental in St. Ann's Bay
EcoScape Jamaica - Cottage by the river, holiday rental in St. Ann's Bay

EcoScape Jamaica - Cottage by the river

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Teresina, holiday rental in St. Ann's Bay
Teresina, holiday rental in St. Ann's Bay
Teresina, holiday rental in St. Ann's Bay

Teresina

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Richmond Estate Jamaica, holiday rental in St. Ann's Bay
Richmond Estate Jamaica, holiday rental in St. Ann's Bay
Richmond Estate Jamaica, holiday rental in St. Ann's Bay

Richmond Estate Jamaica

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Runaway Bay Gem!, holiday rental in St. Ann's Bay
Runaway Bay Gem!, holiday rental in St. Ann's Bay
Runaway Bay Gem!, holiday rental in St. Ann's Bay

Runaway Bay Gem!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Artist Place At Richmond Estates near Ocho Rios, holiday rental in St. Ann's Bay
The Artist Place At Richmond Estates near Ocho Rios, holiday rental in St. Ann's Bay
The Artist Place At Richmond Estates near Ocho Rios, holiday rental in St. Ann's Bay

The Artist Place At Richmond Estates near Ocho Rios

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Blû Solé, New Seaside House, Private Beach steps away, Incredible Mountain Views, holiday rental in St. Ann's Bay
Blû Solé, New Seaside House, Private Beach steps away, Incredible Mountain Views, holiday rental in St. Ann's Bay
Blû Solé, New Seaside House, Private Beach steps away, Incredible Mountain Views, holiday rental in St. Ann's Bay

Blû Solé, New Seaside House, Private Beach steps away, Incredible Mountain Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakeview Manor, holiday rental in St. Ann's Bay
Lakeview Manor, holiday rental in St. Ann's Bay
Lakeview Manor, holiday rental in St. Ann's Bay

Lakeview Manor

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Villa on the North Coast with AC, Cable, WIFi and more..., holiday rental in St. Ann's Bay
Cozy Villa on the North Coast with AC, Cable, WIFi and more..., holiday rental in St. Ann's Bay
Cozy Villa on the North Coast with AC, Cable, WIFi and more..., holiday rental in St. Ann's Bay

Cozy Villa on the North Coast with AC, Cable, WIFi and more...

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Vacation home, holiday rental in St. Ann's Bay
Vacation home, holiday rental in St. Ann's Bay
Vacation home, holiday rental in St. Ann's Bay

Vacation home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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JAZZY Glen's Place , holiday rental in St. Ann's Bay
JAZZY Glen's Place , holiday rental in St. Ann's Bay
JAZZY Glen's Place , holiday rental in St. Ann's Bay

JAZZY Glen's Place

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A home away from home, holiday rental in St. Ann's Bay
A home away from home, holiday rental in St. Ann's Bay
A home away from home, holiday rental in St. Ann's Bay

A home away from home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Twin Peaks of Drax Hall, holiday rental in St. Ann's Bay
Twin Peaks of Drax Hall, holiday rental in St. Ann's Bay
Twin Peaks of Drax Hall, holiday rental in St. Ann's Bay

Twin Peaks of Drax Hall

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3-Bedroom Vacation Home, holiday rental in St. Ann's Bay
3-Bedroom Vacation Home, holiday rental in St. Ann's Bay
3-Bedroom Vacation Home, holiday rental in St. Ann's Bay

3-Bedroom Vacation Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SEASCAPE VILLA, holiday rental in St. Ann's Bay
SEASCAPE VILLA, holiday rental in St. Ann's Bay
SEASCAPE VILLA, holiday rental in St. Ann's Bay

SEASCAPE VILLA

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern, chic waterfront 3-bedroom villa w/ pool, holiday rental in St. Ann's Bay
Modern, chic waterfront 3-bedroom villa w/ pool, holiday rental in St. Ann's Bay
Modern, chic waterfront 3-bedroom villa w/ pool, holiday rental in St. Ann's Bay

Modern, chic waterfront 3-bedroom villa w/ pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3BD Villa Including Housekeeper/ Airport Transfers, holiday rental in St. Ann's Bay
3BD Villa Including Housekeeper/ Airport Transfers, holiday rental in St. Ann's Bay
3BD Villa Including Housekeeper/ Airport Transfers, holiday rental in St. Ann's Bay

3BD Villa Including Housekeeper/ Airport Transfers

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Villa Cocomo Peace and tranquility , holiday rental in St. Ann's Bay
Villa Cocomo Peace and tranquility , holiday rental in St. Ann's Bay
Villa Cocomo Peace and tranquility , holiday rental in St. Ann's Bay

Villa Cocomo Peace and tranquility

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Haze, holiday rental in St. Ann's Bay
Ocean Haze, holiday rental in St. Ann's Bay
Ocean Haze, holiday rental in St. Ann's Bay

Ocean Haze

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tropical Vibes, holiday rental in St. Ann's Bay
Tropical Vibes, holiday rental in St. Ann's Bay
Tropical Vibes, holiday rental in St. Ann's Bay

Tropical Vibes

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Double Room - Windy Castle, holiday rental in St. Ann's Bay
Double Room - Windy Castle, holiday rental in St. Ann's Bay
Double Room - Windy Castle, holiday rental in St. Ann's Bay

Double Room - Windy Castle

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Island Blues Cottage, holiday rental in St. Ann's Bay
Island Blues Cottage, holiday rental in St. Ann's Bay
Island Blues Cottage, holiday rental in St. Ann's Bay

Island Blues Cottage

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Frequently Asked Questions about St. Ann's Bay