Caribbean holiday rentals

We found 71,215 holiday rentals — enter your dates for availability

Popular Caribbean destinations on Stayz

Holiday rentals with weekly discounts – Caribbean

Showing deals for:4 Dec - 11 Dec

Outdoor dining
Exterior
Interior
Exterior
Exceptional
(22 reviews)

New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.

Río Grande

8% off
AU$8,981
for 7 nights, 1 home
AU$1,283 per night
includes taxes & fees
New listing! Spacious 4-bedroom, water-front house in Las Picuas, Río Grande.
Exterior detail
Outdoor dining
Room
Interior
Wonderful
(50 reviews)

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

Carolina

8% off
AU$846
for 7 nights, 1 home
AU$121 per night
includes taxes & fees
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
The Beach Villas are to the right along the beach, and Beach Club is to the left
Interior
View of villa from the beach.
Dining
Exceptional
(93 reviews)

Boutique Villa steps away from the most beautiful beach in the Bahamas

Great Harbour Cay

12% off
AU$3,073
for 7 nights, 1 villa
AU$439 per night
includes taxes & fees
Boutique Villa steps away from the most beautiful beach in the Bahamas
Interior
Property grounds
Pool
garden entrance
Exceptional
(112 reviews)

“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”

St. John

9% off
AU$3,597
for 7 nights, 1 villa
AU$514 per night
includes taxes & fees
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Dining
Property grounds
Property from the sea
Property grounds
Exceptional
(111 reviews)

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

George Town

8% off
AU$4,266
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
Exterior
Interior
Private kitchen
Interior
Exceptional
(19 reviews)

A boater's dream home with a private dock UP THE CREEK from Hope Town Harbor.

Hope Town

8% off
AU$6,589
for 7 nights, 1 home
AU$941 per night
includes taxes & fees
A boater's dream home with a private dock UP THE CREEK from Hope Town Harbor.
Exterior
Private kitchen
Beach
Pool
Exceptional
(13 reviews)

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

Hope Town

8% off
AU$11,184
for 7 nights, 1 villa
AU$1,598 per night
includes taxes & fees
Blue Tang - Newly Renovated Bahamian Villa, minutes to the ocean!
Casa Delfin - Living Room.
Casa Delfin - Swimming Pool and Bar.
Casa Delfin - Living Room.
Casa Delfin - Master Suite (3rd floor).
Exceptional
(18 reviews)

Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts

La Romana

9% off
AU$23,776
for 7 nights, 1 villa
AU$3,397 per night
includes taxes & fees
Casa Delfín by Luxe Haus™ – Butlered Villa, Staff, Pool, Golf Carts
Room
Pool
Property grounds
Terrace/patio
Exceptional
(40 reviews)

8 BR "Villa Infinita" Golf View Luxury Villa

La Romana

10% off
AU$32,369
for 7 nights, 1 villa
AU$4,624 per night
includes taxes & fees
8 BR "Villa Infinita" Golf View Luxury Villa
backyard view from outside the master bedroom
Pool
Great room/living room
View from the kitchen/dining
Exceptional
(150 reviews)

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Moss Town

8% off
AU$11,387
for 7 nights, 1 home
AU$1,627 per night
includes taxes & fees
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
Main Floor Living Room
Pooldeck
Exterior
Dining Room / Kitchen
Exceptional
(12 reviews)

Ocean Oasis Villa - Luxury Modern Large 7 Bedroom 9 Bathroom Villa + Concierge

Rokers Point

9% off
AU$22,604
for 7 nights, 1 villa
AU$3,229 per night
includes taxes & fees
Ocean Oasis Villa - Luxury Modern Large 7 Bedroom 9 Bathroom Villa + Concierge
Living area
Pool
Property grounds
Exterior
Exceptional
(29 reviews)

Apartment With Direct Access to the Beach

Carolina

8% off
AU$2,193
for 7 nights, 1 apartment
AU$313 per night
includes taxes & fees
Apartment With Direct Access to the Beach
Property grounds
Terrace/patio
Interior
Dining
Exceptional
(42 reviews)

Eddy's Beach House

Alice Town

9% off
AU$3,093
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Eddy's Beach House
Terrace/patio
Private kitchen
Exterior
Interior
Exceptional
(42 reviews)

Anchor's Away, Russell Island

Russell Island

8% off
AU$2,489
for 7 nights, 1 home
AU$356 per night
includes taxes & fees
Anchor's Away, Russell Island
Bathroom
Down Island View!
Ocean View from your deck
Room
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
AU$5,258
for 7 nights, 1 apartment
AU$751 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Bedroom #3
Las Cabezas de San Juan 20 minutes away, make reservations with one week ahead.
Family
Living area
Exceptional
(63 reviews)

A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!

Luquillo

8% off
AU$2,980
for 7 nights, 1 home
AU$426 per night
includes taxes & fees
A Beautiful Home Located Close To Beaches, Rain Forest, Golfing And Much More!
Private kitchen
Exterior
Living area
Interior
Very good
(19 reviews)

Recently built townhouse in Nassau. Less than 10 min away from Baha Mar Resort.

Nassau

8% off
AU$2,071
for 7 nights, 1 home
AU$296 per night
includes taxes & fees
Recently built townhouse in Nassau. Less than 10 min away from Baha Mar Resort.
Kitchen
Ahhh...
Pool side dining
Entrance
Exceptional
(152 reviews)

Private Paradise! One level, panoramic views from every room!

St. Thomas

8% off
AU$9,344
for 7 nights, 1 villa
AU$1,335 per night
includes taxes & fees
Private Paradise! One level, panoramic views from every room!
Mimosas, anyone?
Welcome to our slice of paradise!
Evening Cocktails......can't beat that view!
Property grounds
Steps, literally steps, to the beautiful waters of the Caribbean
Exceptional
(11 reviews)

Carribean Sea Just Steps from Your Patio!!

St. Thomas

8% off
AU$4,798
for 7 nights, 1 apartment
AU$685 per night
includes taxes & fees
Carribean Sea Just Steps from Your Patio!!
Private kitchen
Deck at night
Room
Dining table
Exceptional
(70 reviews)

3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor

St. Thomas

8% off
AU$7,865
for 7 nights, 1 home
AU$1,124 per night
includes taxes & fees
3 Bedroom House and Pool with Spectacular views of Charlotte Amalie Harbor
Beach
Outdoor dining
Interior
Private kitchen
Exceptional
(7 reviews)

Isla Verde's Best View Penthouse on the Beach

Carolina

8% off
AU$9,250
for 7 nights, 1 apartment
AU$1,321 per night
includes taxes & fees
Isla Verde's Best View Penthouse on the Beach
Swimming Pool
Path to private dock
Living area
Hope Town's historical lighthouse
Exceptional
(50 reviews)

Beautiful waterfront home w/ private dockage within HT Harbour

Hope Town

26% off
AU$5,865
for 7 nights, 1 villa
AU$838 per night
includes taxes & fees
Beautiful waterfront home w/ private dockage within HT Harbour
Property grounds
Pool
Private kitchen
Room
Exceptional
(65 reviews)

Villa Majeya - Modern comfort, exotic setting near the beach

Saint-François

9% off
AU$2,024
for 7 nights, 1 villa
AU$289 per night
includes taxes & fees
Villa Majeya - Modern comfort, exotic setting near the beach
Interior
Pool
Beach
Room
Exceptional
(42 reviews)

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

The Valley

7% off
AU$12,153
for 7 nights, 1 villa
AU$1,736 per night
includes taxes & fees
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

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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