Discover Your Perfect Pasadena Vacation Homes

Best Vacation Homes in Pasadena

10.0
Exceptional
(3 Reviews)
947 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R3,088/Night For 7 Nights ZA R21,623
10.0
Exceptional
(5 Reviews)
312.15 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Parking
  • Air Conditioner
  • Internet
ZA R2,003/Night For 7 Nights ZA R14,014
8.8
Fabulous
(826 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R2,231/Night For 7 Nights ZA R15,615
10.0
Exceptional
(2 Reviews)
1286 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,437/Night For 7 Nights ZA R24,049
10.0
Exceptional
(3 Reviews)
1216.32 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
ZA R3,620/Night For 7 Nights ZA R25,337
10.0
Exceptional
(1 Review)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R10,029/Night For 7 Nights ZA R70,200
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R3,161/Night For 7 Nights ZA R22,134
10.0
Exceptional
(1 Review)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,050/Night For 7 Nights ZA R21,359

Pasadena Luxury Rentals

New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R18,352/Night For 7 Nights ZA R128,466
10.0
Exceptional
(5 Reviews)
12 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R17,132/Night For 7 Nights ZA R119,916
10.0
Exceptional
(2 Reviews)
1730 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R9,118/Night For 7 Nights ZA R63,828
8.0
Excellent
(2 Reviews)
18 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R7,505/Night For 7 Nights ZA R52,538
9.0
Exceptional
(2 Reviews)
850 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
ZA R7,370/Night For 7 Nights ZA R51,581
10.0
Exceptional
(1 Review)
1732.99 ft² 8 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Parking
  • Air Conditioner
  • Internet
ZA R7,167/Night For 7 Nights ZA R50,161
10.0
Exceptional
(10 Reviews)
1714 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Villa
  • Fireplace/Heating
  • Ocean View
  • View
ZA R6,565/Night For 7 Nights ZA R45,952
New
3 Guests 2 Bedrooms 1 Bathroom
Couples Retreat Other
  • Fireplace/Heating
  • Air Conditioner
  • Child Friendly
ZA R4,666/Night For 7 Nights ZA R32,665

Pasadena Pet Friendly Vacation Rentals

New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R2,912/Night For 7 Nights ZA R20,385
8.0
Excellent
(1 Review)
850.35 ft² 4 Guests 2 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R3,111/Night For 7 Nights ZA R21,788
9.8
Exceptional
(27 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R3,263/Night For 7 Nights ZA R22,844
New
968.75 ft² 6 Guests 3 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
ZA R4,330/Night For 7 Nights ZA R30,305
9.0
Exceptional
(6 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R2,541/Night For 7 Nights ZA R17,793
New
972 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R3,523/Night For 7 Nights ZA R24,660
10.0
Exceptional
(7 Reviews)
6 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
ZA R3,568/Night For 7 Nights ZA R24,973
5.0
Average
(1 Review)
7 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
ZA R2,575/Night For 7 Nights ZA R18,024

Pasadena Large Vacation Homes

9.0
Exceptional
(7 Reviews)
1400 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Group Friendly House
ZA R5,662/Night For 7 Nights ZA R39,631
New
1108.68 ft² 15 Guests 1 Bedroom 2 Bathrooms
Ocean View House
  • Private Beach
  • Skiing
  • Fireplace/Heating
ZA R2,997/Night For 7 Nights ZA R20,979
New
12 Guests 6 Bedrooms 4 Bathrooms
Family Friendly Cabin
  • Air Conditioner
  • Child Friendly
  • Laundry
ZA R16,506/Night For 7 Nights ZA R115,541

Why Choose Rent By Owner for your Pasadena 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 Pasadena

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can greatly enhance your experience, so consider planning your stay during the region’s most favorable seasons when the weather is ideal for exploring and relaxing in your chosen vacation rentals.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, the region experiences a mild and pleasant climate that attracts visitors seeking to escape colder areas. This is a popular time for outdoor activities and exploring local attractions.

Average Temperature Daytime: 70°F - Nighttime: 50°F
spring
Spring (March to May)

Spring offers warm weather and blooming scenery, making it an ideal period for enjoying the area's natural beauty and outdoor events. Tourists often visit during this vibrant season.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Off-Season Highlights

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Summer (June to August)

In the summer, the region experiences hotter days and increased humidity, which can be less comfortable for some travelers. It’s a quieter time for those looking to avoid crowds.

Average Temperature Daytime: 85°F - Nighttime: 70°F
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Fall (September to November)

Autumn tends to see fewer visitors as temperatures start to drop. This season provides a peaceful atmosphere and lower rates on vacation rentals in the area.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Pasadena

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 private outdoor swimming pool to relax and unwind during your stay in the region.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining guests.
  • Experience the beauty of landscaped gardens surrounding your rental, offering tranquility and privacy.
  • Make the most of outdoor grills or barbecue areas to savor grilled meals with family and friends.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars in this charming destination.
  • Benefit from parking spaces in well-maintained outdoor lots that accommodate multiple vehicles.
  • Discover shaded areas with picnic tables, ideal for enjoying meals amid the natural landscape.
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Family Activities

  • Sunset Park: Enjoy a family picnic or leisurely outdoor activities surrounded by scenic views and open green spaces.
  • Dade City Museum of History: Discover local history and culture through engaging exhibits that appeal to visitors of all ages.
  • Pony rides at the Dade City Rodeo Grounds: Experience fun equestrian activities designed for children and families seeking outdoor adventure.
  • Pasadena Community Farm: Participate in interactive farm experiences and learn about local agriculture in a welcoming environment.
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Adult Activities

  • Visiting the Pioneer Florida Museum & Village: Experience the region's history through outdoor exhibits and preserved historic buildings, offering a unique glimpse into the area's past.
  • Exploring local craft breweries and tasting tours: Discover the area's vibrant craft beverage scene by sampling locally brewed beers and engaging in guided tasting experiences.
  • Enjoying scenic nature trails and parks: Take leisurely walks or more vigorous hikes along picturesque trails that highlight the region’s natural beauty and wildlife.
  • Participating in arts and cultural festivals: Immerse yourself in the local arts scene by attending seasonal events that showcase regional artisans and performers.

Pasadena Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check out the area's calendar to experience authentic regional culture and enjoy your stay in this vibrant destination.
  • Plan Outdoor Activities: Take advantage of nearby parks and natural settings to make the most of the pleasant climate and scenic surroundings.
  • Discover Unique Dining Options: Sample local cuisine at eateries that showcase the region’s flavors for a memorable culinary experience.
  • Visit Local Attractions: Prioritize must-see sites to immerse yourself in the area's history and charm during your visit.

Transportation Options

  • Rental Car Services: Major rental companies operate here, offering convenient options to explore this area at your own pace.
  • Public Transportation: Local bus services provide an affordable and reliable way to navigate the region's key attractions and destinations.
  • Taxi and Rideshare: Taxis and rideshare apps are readily available, making it easy to get around without the need for personal transportation.
  • Airport Transfers: Shuttle services and private transfers connect visitors directly from nearby airports to their vacation rentals in this destination.

Local Customs Options

  • Gathering for Local Festivals: Participating in the region's vibrant local festivals offers a glimpse into the community’s traditions and celebrations.
  • Respect for Historic Sites: When exploring historic landmarks, it’s customary to show respect and avoid any activities that could damage these cherished sites.
  • Enjoying Southern Hospitality: Expect warm and welcoming interactions, reflecting the area's renowned Southern hospitality during your stay.
  • Engaging with Community Art: Supporting local artists by visiting galleries and craft markets helps preserve the area's artistic heritage and cultural identity.

Frequently Asked Questions About Pasadena?

2. Which vacation homes in Pasadena are best for families?

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

3. How many Rentbyowner vacation rentals are available in Pasadena?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 44 in the Pasadena 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 Pasadena. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by owner and property; please review the specific listing details or contact the host directly to understand the terms applicable to your booking.

5. Are there any house rules I should be aware of before booking?

House rules differ between properties, so it's recommended to read the listing description carefully or reach out to the host for any specific guidelines during your stay.

6. How do I know if a vacation rental is available on my preferred dates?

Availability status is updated in real-time on the listing platform; you can easily check your desired dates and contact the host for confirmation or alternative options.

7. What amenities are typically included in vacation rentals in this region?

Amenities vary from one property to another, but most offer essentials like Wi-Fi, parking, and kitchen facilities. For detailed information, refer to the listing or contact the property owner directly.

8. Is it possible to extend my stay if I enjoy my time here?

Extensions depend on the property's availability and owner approval. To explore this option, communicate directly with the host as early as possible to accommodate your plans.

Pasadena Top Rated Vacation Rentals

8.3
Excellent
(163 Reviews)
344.44 ft² 12 Guests 65 Bedrooms 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R1,996/Night For 7 Nights ZA R13,981
New
602.78 ft² 2 Guests 1 Bedroom 1 Bathroom
Hotel
  • Fireplace/Heating
  • Pool
  • View
ZA R1,651/Night For 7 Nights ZA R11,554
5.0
Average
(9 Reviews)
1500 ft² 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • View
ZA R2,509/Night For 7 Nights ZA R17,562