Discover Your Perfect Cuba Vacation Homes

Why Choose Rent By Owner for your Cuba Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Cuba

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation in this region can significantly enhance your experience, so consider the local climate and peak seasons when exploring options for your ideal getaway.

Peak Season Highlights

spring
December to April

This is the most popular time to visit, as the region offers warm weather and plenty of sunshine ideal for exploring

Average Temperature Daytime: 24°C to 30°C - Nighttime: 16°C to 20°C
spring
July to September

During these months, you can enjoy the hottest weather and vibrant local festivities, making it a lively period for travel

Average Temperature Daytime: 28°C to 33°C - Nighttime: 20°C to 23°C

Off-Season Highlights

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May to June

Travel during this time to experience fewer crowds while still enjoying pleasant temperatures and good weather

Average Temperature Daytime: 22°C to 26°C - Nighttime: 15°C to 18°C
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October to November

This off-peak period offers more tranquility and lower prices, with mild weather ideal for exploring the region at a relaxed pace

Average Temperature Daytime: 20°C to 24°C - Nighttime: 14°C to 17°C

Weekly Weather Forecast for Cuba

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a spacious outdoor patio or terrace to unwind and soak up the sunshine.
  • Take advantage of private or shared swimming pools perfect for relaxing after exploring the local area.
  • Make use of barbecue facilities to host outdoor meals with friends or family.
  • Benefit from well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Utilize outdoor dining areas for al fresco meals in warm, sunny weather.
  • Access outdoor parking facilities for convenience during your stay.
  • Discover outdoor sports amenities, such as tennis courts or designated play areas for children.
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Family Activities

  • Exploring the historic streets of Old Havana: You and your family can enjoy a guided walking tour through the vibrant, UNESCO World Heritage site, offering a glimpse into Cuba's rich history and colorful architecture.
  • Relaxing on Varadero Beach: The pristine sands and gentle waves make this beach an ideal spot to unwind with your loved ones while enjoying the warm Caribbean sun.
  • Visiting the Buena Vista Social Club Museum: Discover the soulful rhythms of Cuba's musical heritage in this engaging museum, perfect for inspiring young music enthusiasts.
  • Experiencing a classic convertible car tour: Ride in a vintage American car around the area’s notable sights, turning your family adventure into a memorable journey back in time.
  • Enjoying the seaside fun at Praia da Rocha: Your family can indulge in swimming, building sandcastles, and exploring the lively beachfront atmosphere on Portugal’s renowned coast.
  • Discovering the medieval castle of Castelo de Sesimbra: A visit here provides a hands-on historical experience and panoramic views of the surrounding charming fishing village.
  • Participating in family-friendly wine and olive oil tastings: Nearby regions offer engaging tours that introduce kids and adults to local culinary traditions in an accessible way.
  • Taking a scenic boat trip along the coastline: Embark on an adventure suitable for all ages, seeing caves and hidden coves that showcase the natural beauty of the region.
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Adult Activities

  • Explore the vibrant nightlife and live music venues: Discover the energetic pulse of this destination after dark, where you can enjoy authentic Cuban jazz or dance the night away in lively clubs.
  • Visit historic landmarks and cultural museums: Immerse yourself in the area's rich history and heritage by exploring renowned sites and engaging with local art exhibits.
  • Attend guided salsa dancing classes: Enhance your visit with lively dance lessons that connect you with the region's famous musical traditions and lively social scene.
  • Relax at upscale bars and fine dining restaurants: Savor exquisite cuisine and sophisticated cocktails, experiencing the region’s vibrant culinary scene firsthand.
  • Tour scenic vineyard estates and indulge in wine tasting: Enjoy the region's renowned wines while learning about its long-standing viticulture traditions.
  • Experience surfing or paddleboarding along the coast: Take advantage of here’s inviting shores perfect for water sports and enjoying the Atlantic Ocean’s waves.
  • Attend local festivals and cultural events: Participate in celebrations that showcase Portugal’s lively traditions, music, and regional crafts.
  • Relax in luxurious spa retreats and wellness centers: Rejuvenate your senses with pampering treatments set amidst the tranquil landscape of the area.

Other Places to Stay in Cuba

Cuba Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local culture and cuisine: Take the time to discover authentic food and traditions to enrich your experience in this vibrant region.
  • Plan ahead for transportation: Familiarize yourself with available transit options to effortlessly navigate between popular sights and hidden gems.
  • Connect with hosts locally: Engage with your hosts to gain insider tips and personalized recommendations that enhance your stay.
  • Respect local customs and environment: Be mindful of cultural practices and ecological preservation to enjoy a responsible visit and leave a positive impact.

Transportation Options

  • Local Buses: You can rely on the regional bus services to navigate the area comfortably and affordably, making it easy to explore at your own pace.
  • Classic American Cars: Experience a nostalgic ride through the region’s streets aboard vintage cars that offer a unique perspective of this destination’s history and charm.
  • Taxi Services: Taxi options are readily available for convenient, door-to-door transportation, especially useful when traveling with luggage or in groups.
  • Car Rentals: Renting a car provides you with the flexibility to visit more remote or less accessible parts of the area at your leisure.

Local Customs Options

  • Respect for the Local Music and Dance Traditions: You’ll find that embracing the lively rhythms and dance styles is a key part of experiencing this destination’s vibrant culture.
  • Polite Greetings and Personal Space: It’s customary here to greet with a friendly nod or handshake, reflecting the warm and welcoming nature of the community.
  • Dining Etiquette and Sharing Meals: When dining in this area, expect to share dishes and engage in communal meals as a sign of friendship and hospitality.
  • Dress Code for Religious and Cultural Sites: Modest attire is appreciated when visiting spiritual or historic sites, respecting the traditions and beliefs of local residents.

Frequently Asked Questions About Cuba?

1. What are the top vacation rentals in Cuba?

There are a lot of options in Cuba. If you plan on staying in the Cuba area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cuba:

2. How many vacation rentals have private pools in Cuba?

There are 1 vacation rentals with private pools near Cuba. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cuba are best for families?

If you are looking for a family-friendly vacation home in Cuba, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cuba:

4. How many Rentbyowner vacation rentals are available in Cuba?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 57 in the Cuba area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cuba. 

5. What is the cancellation policy for vacation rentals in Cuba or Portugal?

Cancellation policies vary by listing, so it is important to review the specific terms and conditions on the property’s page. Some owners offer flexible options, while others may have stricter policies. Contact the property owner directly if you need further clarification.

6. Are there any additional fees or deposits required when booking a vacation rental in this destination?

Additional fees such as cleaning charges or security deposits may apply. These details are outlined in the listing description. Be sure to read all the information provided or reach out to the owner before confirming your reservation.

7. How do I know if my chosen vacation rental is available for my travel dates?

Availability is displayed on the property listing. If you see your dates open, you can proceed with the booking. For confirmation or to inquire about alternate dates, contact the property owner directly.

8. What amenities and features are typically included in vacation rentals here?

Vacation rentals in this region often feature essential amenities such as Wi-Fi, kitchen facilities, and air conditioning. Specific features are listed in each property profile, so review these details carefully to ensure they meet your needs.

9. What should I do if I encounter issues during my stay at a vacation rental?

For any problems during your visit, contact the property owner or local support team listed on the booking. It’s advisable to communicate issues promptly to ensure a quick resolution and maintain a pleasant vacation experience.