Discover Your Perfect Havana Vacation Homes

Best Vacation Homes in Havana

10.0
Exceptional
(97 Reviews)
273 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Private Pool
  • Fireplace/Heating
  • Pool
R1,865/Night For 7 Nights R13,051
10.0
Exceptional
(10 Reviews)
1356.25 ft² 7 Guests 3 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R2,817/Night For 7 Nights R19,720
9.8
Exceptional
(56 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R3,066/Night For 7 Nights R21,471
10.0
Exceptional
(70 Reviews)
1750 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R5,891/Night For 7 Nights R41,242
10.0
Exceptional
(6 Reviews)
979.52 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
R2,885/Night For 7 Nights R20,192
10.0
Exceptional
(59 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R2,621/Night For 7 Nights R18,339
10.0
Exceptional
(42 Reviews)
1440 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,019/Night For 7 Nights R21,135
10.0
Exceptional
(37 Reviews)
900 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R1,958/Night For 7 Nights R13,708

Havana Luxury Rentals

New
1001.04 ft² 36 Guests 1 Bedroom 7 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R62,506/Night For 7 Nights R437,546
New
699.65 ft² 20 Guests 1 Bedroom 5 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
R34,470/Night For 7 Nights R241,289
9.4
Exceptional
(3 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R27,471/Night For 7 Nights R192,300
New
226.04 ft² 6 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • View
  • Air Conditioner
R22,561/Night For 7 Nights R157,929
New
2400.35 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R21,387/Night For 7 Nights R149,711
New
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
R13,876/Night For 7 Nights R97,135
New
16 Guests 6 Bedrooms 5 Bathrooms
House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R13,833/Night For 7 Nights R96,832
10.0
Exceptional
(10 Reviews)
2800 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R13,024/Night For 7 Nights R91,174

Havana Pet Friendly Vacation Rentals

10.0
Exceptional
(36 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,987/Night For 7 Nights R20,916
10.0
Exceptional
(2 Reviews)
1743.75 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R7,019/Night For 7 Nights R49,140
6.4
Good
(1002 Reviews)
1 Bathroom
Couples Retreat Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R1,084/Night For 7 Nights R7,578
10.0
Exceptional
(24 Reviews)
1354 ft² 7 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,980/Night For 7 Nights R27,854
10.0
Exceptional
(1 Review)
10763.91 ft² 8 Guests 11 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R5,945/Night For 7 Nights R41,612
10.0
Exceptional
(22 Reviews)
3700 ft² 16 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,302/Night For 7 Nights R79,116
10.0
Exceptional
(21 Reviews)
3200 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R10,121/Night For 7 Nights R70,847
10.0
Exceptional
(21 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R6,573/Night For 7 Nights R46,008

Havana Large Vacation Homes

10.0
Exceptional
(27 Reviews)
2700 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R12,908/Night For 7 Nights R90,365
10.0
Exceptional
(1 Review)
1388.54 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R7,960/Night For 7 Nights R55,725
10.0
Exceptional
(15 Reviews)
2000 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,470/Night For 7 Nights R31,289
7.5
Very Good
(2 Reviews)
1603.82 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
R6,742/Night For 7 Nights R47,187
10.0
Exceptional
(10 Reviews)
2500 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,209/Night For 7 Nights R78,459
10.0
Exceptional
(10 Reviews)
1598 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R3,329/Night For 7 Nights R23,307
10.0
Exceptional
(8 Reviews)
1567 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R6,870/Night For 7 Nights R48,079
10.0
Exceptional
(5 Reviews)
14 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R7,258/Night For 7 Nights R50,807

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

What makes our Vacation Rentals special?

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

Best Times to Visit Havana

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons to enjoy this destination’s pleasant weather and vibrant local atmosphere often depend on your preferences and travel goals.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the region experiences warm and pleasant weather, making it an ideal time to explore outdoor activities and enjoy the local scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
summer
Late Summer to Early Fall (August to October)

This period sees lively events and favorable weather, attracting visitors seeking a vibrant atmosphere and warm ocean breezes.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F

Off-Season Highlights

image
Winter (December to February)

The cooler winter months offer mild temperatures and less crowded conditions, providing a peaceful escape for travelers looking to avoid peak crowds.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F
image
Early Spring and Late Fall (March and November)

Transition seasons bring moderate weather with fewer visitors, creating a quieter environment perfect for relaxation in this destination.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Weekly Weather Forecast for Havana

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 outdoor grilling areas to prepare meals while soaking up the sunshine in this destination’s favorable climate.
  • Relax on spacious patios or decks that offer beautiful views of the surrounding natural scenery.
  • Take advantage of private pools or hot tubs available in many properties for ultimate relaxation after exploring the area.
  • Stroll through well-maintained gardens or landscaped yards that add charm and tranquility to your stay.
  • Make use of outdoor dining spaces perfect for enjoying meals outdoors with family and friends.
  • Benefit from access to nearby parks or green spaces where you can hike, bike, or play outdoor sports.
  • Find properties with shaded porches or verandas ideal for morning coffee or unwinding in the evenings.
image
image

Family Activities

  • Havana Historic District Tour: Explore the charming streets and well-preserved architecture that showcase the area's rich cultural heritage, perfect for family outings seeking a glimpse into local history.
  • Falling Waters State Park: Enjoy a day outdoors at this scenic park featuring waterfalls, hiking trails, and picnic areas where your family can relax and reconnect with nature.
  • Local Art and Craft Festivals: Experience vibrant community events that highlight regional artistry, offering fun interactive activities suitable for all ages in the region.
  • Nearby Lake Activities: Take advantage of the calm waters for paddle boating or fishing, providing a relaxing and engaging experience for families looking to enjoy the tranquility here.
image

Adult Activities

  • Historic Downtown Havana: Immerse yourself in the area's rich history by exploring charming streets filled with vintage architecture and local shops.
  • Fishing and Boating: Enjoy a relaxing day on the water with fishing or boat rentals, offering a perfect way to experience the region’s natural beauty.
  • Outdoor Recreation at Lake Franklin: Engage in activities such as kayaking, paddleboarding, or picnicking at Lake Franklin, a popular spot for outdoor enthusiasts here.
  • Cultural Events and Festivals: Participate in lively festivals and community events that showcase local music, art, and cuisine throughout the year.

Other Places to Stay in Havana, FL

Havana Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Flavors: Take time to enjoy the authentic cuisine offered in the area by visiting local restaurants and cafes around your vacation rentals.
  • Discover Hidden Gems: Ask your host or do some research to find lesser-known spots that showcase the true character of this destination.
  • Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor adventures like hiking, fishing, or relaxing on nearby beaches.
  • Immerse in the Community: Engage with local events or markets to experience the vibrant culture and create memorable moments during your stay.

Transportation Options

  • Rental Cars: Renting a car provides the flexibility to explore the area at your own pace and reach local attractions conveniently.
  • Public Transit: The regional bus service offers an affordable way to navigate here without the need for personal transportation, connecting you to key spots in the region.
  • Taxis and Rideshares: Taxis and ride-sharing services like Uber and Lyft provide quick and easy transportation options for getting around this destination comfortably.
  • Bicycle Rentals: Biking is a great eco-friendly choice that allows you to enjoy scenic routes while exploring the area’s unique charm.

Local Customs Options

  • Greetings and Hospitality: You will find that welcoming gestures like a friendly hello are an important part of the local culture here in this region.
  • Local Cuisine Etiquette: When dining, it’s customary to enjoy the regional specialties with appreciation, reflecting the area's vibrant food scene.
  • Traditional Festivals: Participating in or observing local festivals offers a great way to experience authentic customs and community spirit in this destination.
  • Respect for Nature: Environmental consciousness is valued, so you’ll notice locals often engage in practices that preserve the natural beauty of the area.

Frequently Asked Questions About Havana?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 454 in the Havana 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 Havana. 

5. What is the cancellation policy for vacation rentals in this region?

Cancellation policies vary by property, so it's important to review the specific listing details. Many offer flexible options, but you should contact the owner directly or check the listing to understand any applicable fees or restrictions.

6. How do I ensure my reservation is secure when booking here?

Secure reservations are managed through trusted booking platforms that use encryption and secure payment methods. Always confirm your booking through the official platform and communicate with the owner through verified channels.

7. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or taxes may apply and will be specified in the listing. Be sure to read the full details before completing your reservation to avoid surprises.

8. What amenities can I expect in vacation rentals in this area?

The available amenities depend on the individual property, but common features often include Wi-Fi, kitchens, air conditioning, and laundry facilities. Check the property listing for detailed information about what is included.

9. Is it possible to get local recommendations or assistance during my stay?

Many hosts are happy to provide local tips and support during your visit. Contact the property owner or manager beforehand to inquire about personalized recommendations and any available concierge services.

Havana Top Rated Vacation Rentals

10.0
Exceptional
(33 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,396/Night For 7 Nights R30,767
10.0
Exceptional
(18 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,906/Night For 7 Nights R13,338
10.0
Exceptional
(12 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,872/Night For 7 Nights R13,102
10.0
Exceptional
(10 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,718/Night For 7 Nights R33,024
10.0
Exceptional
(8 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R1,787/Night For 7 Nights R12,512
10.0
Exceptional
(4 Reviews)
1280 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,402/Night For 7 Nights R37,807
10.0
Exceptional
(4 Reviews)
1237.85 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Parking
R2,391/Night For 7 Nights R16,739
10.0
Exceptional
(2 Reviews)
1 Guest 2 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
R659/Night For 7 Nights R4,614