
Vacation rentals with a pool in Saint Ann's Bay
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Saint Ann's Bay

Total vacation rentals
Explore 60 vacation rentals in Saint Ann's Bay

Nightly prices starting at
Saint Ann's Bay vacation rentals start at G$14,634 GYD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Saint Ann's Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Saint Ann's Bay rentals

4.8 Average rating
Saint Ann's Bay stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Saint Ann's Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

3BR Beach Villa w/ Private Chef, Pool, Security
Your dream Jamaican getaway at this Luxury 3-Bedroom Villa located in the premier Marina Villas Community within the upscale Drax Hall Estates. This is a full-service vacation designed for ultimate relaxation and convenience and includes unparallel luxury of: ✔ Private Chef (8am-5 pm) ✔ Beachfront location with Private Beach Access ✔ Pool & Courts (Tennis & Basketball) ✔ 24/7 Security ✔ Complimentary Bicycles (3 Adult, 1 Child) ✔ High Speed Wi-Fi & Dedicated Workspace ✔ Full Kitchen & BBQ Grill

Richmond Luxury Oasis w/ King Bed + Ocean View
Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

3BR 2-Story Villa in Ocho Rios with Private Pool
Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This haven is a mere 5-minute drive from the bustling heart of Ocho Rios. Revel in the convenience of proximity to supermarkets, restaurants, nightlife & adventures. Immerse yourself in exhilarating attractions like Dunn's River Falls, Margaritaville, Mystic Mountain & Dolphin Cove. Your Jamaican dream escape begins here – a symphony of comfort, luxury, and unforgettable experiences!

Sweet Oasis, Draxhall Polo Villa #8
This beautiful villa is part of a 17 unit gated community with 24/7 security. There is a swimming pool on site. Guest have pre-arranged access to a private beach located 5min drive or 20 mins walk from the house. Close by attractions such as Dolphin's Cove, Dunn's River Falls, Chuka cove, Mystic mountain, Downtown Ocho Rios and many more attractions are 10mins drive from the house. Walking distance from Knutsford Express, Scotchie's Jerk other restaurants, Pharmacy, Grocery, Gas station,

Beachfront 4BR Villa: Chef, Butler, Transfers Incl
Welcome to your exquisite beachfront villa, Destiny, a 4-bedroom sanctuary where luxury meets coastal charm. Revel in sweeping ocean vistas from your exclusive rooftop terrace, bask in the coastal breeze on your patio steps from the shore & witness breathtaking sunsets. With a personal chef to elevate your experience, a dedicated housekeeper, every moment from sunrise to sunset promises an unparalleled trifecta of indoor luxury, outdoor serenity & top-notch amenities at our beachfront haven.

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios
Premium Apt coastal decor done to a high standard. Spacious, airy, lots of light & comfortable. Spectacular sea views . Steps from the Pool and Beach Cove. Fully equipped with linen, towels etc. Kitchen features granite counter tops with all amenities. Sea Palms is 7 minutes east of Ocho Rios. Restaurants, Shopping, Attractions. Self catering or Housekeeper/Cook on request at reasonable costs. Laundry Service included INSTANT BOOKINGS NOT ACCEPTED FOR SAME DAY & NOT ON SAT OR SUN.innong.

HiddenTreasure Suite I 24hSec Power WIFI HWater
This suite is ideal for friends, couples, solo/business travelers which is located in upscale well sought-after Community of Draxhall Country Club which is one of the best gated communities in Jamaica. It's located close to the airport, city center and tourist attractions: Dunns River Falls Dolphine Cove Mystic Mountains Bamboo Blu Beach Draxhall Cove Ocho Rios Town Center Jerk Centers Seafood and Italian/American Restaurants Montego Bay Kingston Knutsford Express 24hrs medical services

Cozy Villa In Drax Hall, Driver & Chef On Request.
17 min to downtown Ocho Rios. 11 min to Dunn’s River Falls, Mystic Mountain and Dolphin Cove. Walking distance to Starbucks, KFC, Pizza Hut & supermarket. Complimentary access to private beach: The Cove, which is a 15 min walk/ 3 min drive. Secure gated community: - shared pool - tennis court - 24-hr security A peaceful, low key atmosphere, suitable for families + professionals. NO PARTIES. Need more room? Ask about our sister property.

Sea-Breeze-Getaway
Come and enjoy the resort town of Ocho Rios Jamaica by staying at Sharona's Drax Hall County Club with amenities such as a swimming pool, gym, and tennis court. In a peaceful, secure, family-friendly environment. Situated in close proximity to the famous Jerk Centre, Star Bucks, RIU, Sandals Hotel, Mystic Mountain, Dolphin Cove, and Dunn's River Falls. The Knutsford Express bus service that takes you to and from the airport is a 10 minutes walk.

Ocean front luxury Villa in Jamaica
Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

Tranquil Oasis Ocho Rios (Starlink / Solar)
Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.

Pyramid Point Manor
2 Bedroom and 2.5 Bathroom luxurious home, located in gated community with 24-hour security. The community is located 5 min outside the heart of Ocho Rios. The community has an infinity pool, basketball court, tennis court, gym and kiddie’s playground. Breath taking views of Ocho Rios and the Caribbean Sea. We are close to famous attractions such as Dunns River Falls, Dophin Cove and Mystic Mountain
Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

4 Bedroom with Private Beach

Ruby Cozy Haven

Modern Luxury Villa | Pool 5 Min to Private Beach

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Serene Haven at Village Green

Star Apple Getaway |Pool |Playground

!Wynter'sEscape |gated 2BR |w/pool & beach access!
Condo rentals with a pool

Parion876 Beautifully Appointed Beachside Condo!

One of Ocho Rios Best Getaway Airbnb!

BluWaves~Oceanfront Condo Gated Community OchoRios

The Ocean Ridge - Ocho Rios, Stunning Sea Views

Jamaica Ocho Rios - Island Breeze villa

2 nights free-Million $ View "Best location in JA"

Bayview Ocho-Rios Beach

SalemSuites1 Walk to beach &Sharkies Restaurant
Other vacation rentals with a pool

“SeaMeYah” Traditional Jamaican Villa

PalmBlossomJA (Private Pool)

Archer's Rock-Luxurious 3 B/R/Private Plunge Pool

Coral Breeze Villa|Gated|Beach Access|Pool

Luxury Oceanfront villa, Tallawah#6 at Chukka Cove

Amazing 4-Bedroom, Pool & Beach

Richmond Estate 3rd floor condo~ Pool~Beach Access

2 min walk to the beach, 10 min drive to Ocho Rios
When is the best time to visit Saint Ann's Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,263 GYD | G$46,409 GYD | G$52,263 GYD | G$47,246 GYD | G$48,082 GYD | G$52,263 GYD | G$65,224 GYD | G$52,263 GYD | G$48,082 GYD | G$44,737 GYD | G$52,472 GYD | G$37,629 GYD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°C |
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- Family-friendly rentals Saint Ann's Bay
- Villa rentals Saint Ann's Bay
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- Rentals with beach access Saint Ann's Bay
- Rentals with pools Saint Ann
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Doctor's Cave Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Martha Brae Rafting Village
- Harmony Beach Park
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Strawberry Hill
- Konoko Falls
- Dead End Beach





