Caribbean holiday rentals

We found 70,885 holiday rentals — enter your dates for availability

Popular Caribbean destinations on Stayz

Holiday rentals with weekly discounts – Caribbean

Showing deals for:18 Dec - 25 Dec

Coconut Beach Villa - Inside dining with beachfront views!
Coconut Beach Villa - Pool with fabulous views of the Beach!
Coconut Beach Villa - Twilight entry!
Coconut Beach Villa - Dusk on the Beach!
Exceptional
(154 reviews)

Coconut Beach Villa! BEACHFRONT Sapodilla! Private Pool! Luxury Family Friendly!

Providenciales

9% off
AU$31,476
for 7 nights, 1 villa
AU$4,497 per night
includes taxes & fees
Coconut Beach Villa! BEACHFRONT Sapodilla! Private Pool! Luxury Family Friendly!
Exterior
Pool
Private kitchen
Room
Exceptional
(132 reviews)

Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living

George Town

9% off
AU$24,695
for 7 nights, 1 home
AU$3,528 per night
includes taxes & fees
Lady Blue Sits On Beautiful Tar Bay Beach-Features Infinity pool/Outdoor Living
Private kitchen
Outdoor dining
Private kitchen
Room
Exceptional
(141 reviews)

Lameshur Cottage's Guest House

St. John

8% off
AU$3,398
for 7 nights, 1 cottage
AU$485 per night
includes taxes & fees
Lameshur Cottage's Guest House
The drive up once you get on the property.
This is your dock while you are staying.
Living room surrounded in glass facing the ocean.
Newly updated kitchen area. All ocean view while preparing meals.
Exceptional
(223 reviews)

ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

George Town

9% off
AU$7,036
for 7 nights, 1 home
AU$1,005 per night
includes taxes & fees
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful
Room
Pool
Interior
Beach
Exceptional
(9 reviews)

DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!

Providenciales

8% off
AU$7,924
for 7 nights, 1 villa
AU$1,132 per night
includes taxes & fees
DISCOUNT, TURKS HAVEN VILLAS NEWLY BUILT LUXURY 1BR SUITE, STEPS TO THE BEACH!!
Private kitchen
Dining
Pool
Interior
Exceptional
(35 reviews)

One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide

Fajardo

12% off
AU$29,977
for 7 nights, 1 home
AU$4,282 per night
includes taxes & fees
One of Puerto Rico’s Most Stunning 5 bedroom Oceanview Villas with Pool & Slide
Terrace/patio
Pool
Room
Interior
Exceptional
(22 reviews)

Luxury 2 Bedroom Home With Private Dock and Pool On The North End

Hope Town

9% off
AU$14,543
for 7 nights, 1 home
AU$2,078 per night
includes taxes & fees
Luxury 2 Bedroom Home With Private Dock and Pool On The North End
Room
Outdoor dining
Interior
Exterior detail
Wonderful
(51 reviews)

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Carolina

8% off
AU$853
for 7 nights, 1 home
AU$122 per night
includes taxes & fees
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Property grounds
View from the Master bedroom
View looking back from the beach
Dining area
Exceptional
(80 reviews)

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

North Side

8% off
AU$5,066
for 7 nights, 1 villa
AU$724 per night
includes taxes & fees
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH
Private kitchen
Pool
Terrace/patio
Living area
Exceptional
(40 reviews)

8-Bedroom Luxury Estate - Your Private Paradise in Casa de Campo

La Romana

10% off
AU$23,358
for 7 nights, 1 villa
AU$3,337 per night
includes taxes & fees
8-Bedroom Luxury Estate - Your Private Paradise in Casa de Campo
Room
Exterior detail
Property grounds
Exterior
Exceptional
(13 reviews)

Charming 2-Bedroom House in Tranquil Staniel Cay near Thunderball Grotto

Staniel Cay

13% off
AU$2,882
for 7 nights, 1 home
AU$412 per night
includes taxes & fees
Charming 2-Bedroom House in Tranquil Staniel Cay near Thunderball Grotto
Terrace/patio
Pool
Exterior
Master
Exceptional
(48 reviews)

Flamingo villa pool, golf course, chef, housekeeper & transfers included

Punta Cana

10% off
AU$22,846
for 7 nights, 1 villa
AU$3,264 per night
includes taxes & fees
Flamingo villa pool, golf course, chef, housekeeper & transfers included
Room
Living area
Exterior
Private kitchen
Exceptional
(11 reviews)

Lovely 2-bedroom cottage with sea views located in Exuma, Bahamas

Hartswell

8% off
AU$3,590
for 7 nights, 1 cottage
AU$513 per night
includes taxes & fees
Lovely 2-bedroom cottage with sea views located in Exuma, Bahamas
Property grounds
Property grounds
Property from the sea
Interior
Exceptional
(111 reviews)

4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma

George Town

8% off
AU$4,262
for 7 nights, 1 home
AU$609 per night
includes taxes & fees
4 Double Beds Water Front On Bone Fish Flats 10 min drive to George Town Exuma
Pool
Private kitchen
Exterior
Exterior
Exceptional
(13 reviews)

Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!

Hope Town

8% off
AU$12,336
for 7 nights, 1 villa
AU$1,762 per night
includes taxes & fees
Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!
Kitchen look towards front door.
Terrace looking east.
Beach
View from the front door through kitchen.
Exceptional
(38 reviews)

Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay

West End

9% off
AU$3,334
for 7 nights, 1 home
AU$476 per night
includes taxes & fees
Spectacularly located beach front Spring Tide @ The Tides at Little Apple Bay
Dining
Marina
Exterior detail
Room
Exceptional
(50 reviews)

Experience the beauty of Puerto Rico at Zebra House!

Fajardo

12% off
AU$1,241
for 7 nights, 1 home
AU$177 per night
includes taxes & fees
Experience the beauty of Puerto Rico at Zebra House!
Super private. Lay out and tan on the chaises or have a drink and dinner.
So close to the ocean you feel like you are on a cruise ship!
Bird's eye view of the entire compound. It is truly stunning as you can see.
Stunning vista. Pano shot looks curved, but shoreline is straight by deck.
Exceptional
(44 reviews)

Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking

Alice Town

7% off
AU$2,886
for 7 nights, 1 home
AU$412 per night
includes taxes & fees
Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking
Dining
Terrace/patio
Interior
Property grounds
Exceptional
(42 reviews)

Eddy's Beach House

Alice Town

9% off
AU$3,119
for 7 nights, 1 home
AU$446 per night
includes taxes & fees
Eddy's Beach House
Bathroom
Down Island View!
Kitchen/Dining
Room
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
AU$6,645
for 7 nights, 1 apartment
AU$949 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Pool
Living area
Property grounds
Dining
Exceptional
(17 reviews)

Modern Condo - Seven Mile Beach - Cayman Islands - Walk Everywhere

Seven Mile Beach

8% off
AU$11,781
for 7 nights, 1 apartment
AU$1,683 per night
includes taxes & fees
Modern Condo - Seven Mile Beach - Cayman Islands - Walk Everywhere
Interior
Private kitchen
Terrace/patio
Interior
Exceptional
(43 reviews)

Anchor's Away, Russell Island

Russell Island

9% off
AU$3,219
for 7 nights, 1 home
AU$460 per night
includes taxes & fees
Anchor's Away, Russell Island
Interior
Pool
Beach
Room
Exceptional
(42 reviews)

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

The Valley

8% off
AU$21,806
for 7 nights, 1 villa
AU$3,115 per night
includes taxes & fees
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
upstairs sitting room
Pool
Villa Playamor
Hall and Stairway
Exceptional
(54 reviews)

Villa Playamor, Luxury fully staffed beach villa including cook

Puerto Plata

8% off
AU$3,316
for 7 nights, 1 villa
AU$474 per night
includes taxes & fees
Villa Playamor, Luxury fully staffed beach villa including cook

Why visit Caribbean

  • Stunning Beaches: Relax on pristine sandy shores, where crystal-clear waters invite sunbathing, swimming and leisurely seaside strolls.
  • Vibrant Culture: Immerse yourself in the local charm through lively streets, quaint churches and rich historical influences.
  • Outdoor Adventures: Enjoy tropical rainforests and scenic landscapes ideal for hiking, excursions and nature exploration.
  • Romantic Escapes: Experience the allure of intimate getaways with serene vistas and peaceful surroundings.
  • Picturesque Landscapes: Revel in the blend of historical landmarks and natural beauty that define the quintessential Caribbean experience.

Popular types of accommodation in Caribbean

Embarking on a holiday to the Caribbean promises stunning landscapes and vibrant culture. From pristine beaches to lush rainforests, the Caribbean is a treasure trove of attractions and experiences. To make your stay unforgettable, consider the most popular holiday rental options, including villas, condos, and apartments. Discover the perfect holiday home to relax and unwind while exploring the unique beauty and charm that the Caribbean has to offer.

  • Villas: Luxurious homes offering spacious living, private pools, and stunning views, perfect for a lavish getaway in the Caribbean.
  • Condos: Modern, well-equipped residences that provide comfort and convenience, often with shared amenities and close to beaches.
  • Apartments: Versatile living spaces that offer a home-like atmosphere, ideal for both short and extended stays in vibrant locations.
  • Private Holiday Homes: Independent residences that cater to families or groups, allowing for a personalised holiday experience.
  • Cottages: Charming and cosy retreats that provide a quaint escape, often set in scenic surroundings for a peaceful holiday.**

Top attractions in Caribbean

Caribbean offers a delightful mix of experiences for every traveller, from its stunning beaches and picturesque bays to its charming churches. Visitors can immerse themselves in the local culture and enjoy outdoor adventures, all while relishing the unique blend of historical and natural attractions that this vibrant destination has to offer.

  • Eagle Beach: Known for its soft, white sands and crystal-clear waters, Eagle Beach offers a serene atmosphere perfect for relaxation. It's a fantastic spot for sunbathing, swimming, and enjoying picturesque sunsets, making it a must-visit for beach lovers.
  • El Yunque National Forest: This lush rainforest boasts diverse flora and fauna, with scenic hiking trails leading to stunning waterfalls. It's an eco-friendly paradise, ideal for outdoor enthusiasts seeking adventure and stunning natural beauty.
  • Magens Bay Beach: Renowned for its breathtaking scenery, Magens Bay features calm waters perfect for swimming and snorkelling. The surrounding hills provide a stunning backdrop, making it a favourite spot for outdoor activities and relaxation.

Things to do recommended for couples

Embark on a romantic adventure with a Skyride to Paradise Point, where you can relish stunning views of the Caribbean. Enjoy the gentle sway of the cable car as you ascend, creating unforgettable moments together amidst the beautiful outdoor scenery.

Things to do recommended for families

Families can explore the vibrant marine life while snorkelling in the crystal-clear waters of Grand Cayman’s Stingray City, or enjoy the thrill of zip-lining through the lush rainforests of St. Lucia. Relaxing on the stunning beaches of Barbados is also a perfect way to unwind together.

Things to do recommended for groups

Experience the thrill of ziplining at Treetop Adventure Park or Mangofil en Guadeloupe, both offering stunning outdoor vibes. For a different kind of adventure, head to Aruba International Raceway Park for exhilarating motor racing excitement. Perfect activities for group travellers seeking local adventures.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Caribbean

Whether you're journeying with a group, travelling with family, accompanied by pets, or seeking extended stays, ensure you refine your search with the appropriate priorities. Here are some Stayz booking tips for you.

  • Traveling to Caribbean with a group: Consider the number of bedrooms required, along with amenities like a fully equipped kitchen or an outdoor area for group gatherings. Fortunately, you can filter for all these features, and much more, on Stayz.
  • Traveling to Caribbean with young kids: Traveling with young children may present difficulties. It is important to prioritise their comfort and safety, as well as to secure age-appropriate amenities, such as a private swimming pool. Additionally, it is advisable to take into account your proximity to attractions that are suitable for families.
  • Taking your pets with you to Caribbean: For many, a family holiday isn’t complete without their furry companion in tow. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Caribbean: If you’re seeking holiday lets offering long-term deals, you’ve come to the right place. With the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen or a private pool in your search criteria.

Where to stay in Caribbean

Explore the quintessential Caribbean experience, where tropical getaways in the Dominican Republic and St Lucia await. Enjoy the charm of balconies and comfortable seating as you immerse yourself in a friendly, relaxed atmosphere. The Caribbean offers an idyllic setting for excursions, romantic escapes, and leisurely exploration of its vibrant cities and picturesque landscapes.

  • Aruba: Nestled in the Caribbean, Aruba promises a delightful blend of beachside charm and outdoor adventures. The island is celebrated for its pristine beaches, scenic lagoons and idyllic island vistas. Visitors can enjoy a range of activities from leisurely days at the beach to engaging in outdoor pursuits. The local landmarks, notably the sparkling shorelines and a captivating lagoon, offer both relaxation and visual splendour. Aruba’s outdoor offerings include opportunities for golf at well-maintained courses, which complement the overall picturesque landscape.
  • Puerto Rico: Situated in the vibrant region of the Caribbean, Puerto Rico offers a diverse travel experience with an emphasis on outdoor activities and beach leisure. This destination is perfect for those seeking a mix of action and tranquillity. The scenic family beach and a nearby nature reserve provide ample opportunities for exploration and reflection. A variety of recreational areas and golf venues further enhance the visitor experience, ensuring that every day brings a new adventure in this tropical haven.
  • Turks and Caicos: In the heart of the Caribbean, Turks and Caicos is renowned for its breathtaking beaches and outdoor escapades. The nation offers a unique blend of water features and national parks that serve as the backdrop for a range of adventure activities. Visitors can also indulge in retail therapy at local shopping centres and malls. With its captivating natural attractions and an inviting coastal ambience, Turks and Caicos is an ideal destination for those seeking both relaxation and invigorating outdoor pursuits.

Best time to go to Caribbean

If you're planning a trip to Caribbean, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverageAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverageAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageSlightly High
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighSlightly High
August82.8°F (28.2°C)Light RainMostly SunnyAverageSlightly Low
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.7°C)Light RainMostly SunnySlightly LowAverage
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is simple

Here's the paraphrased text in a reliable and supportive tone, using British English terms:If you're aiming to save on your next holiday, consider being flexible with your travel dates as prices can vary. Furthermore, by opting for a longer stay, you can typically secure significant savings. To find the ideal Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board provides a dedicated space for you to plan new journeys, refine your existing itineraries, or manage your bookings efficiently. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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