Discover Your Perfect Santa Rosa Vacation Homes

Best Vacation Homes in Santa Rosa

House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
3 Bedrooms 2 Baths 6 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£429/Night 7 Nights - £3,001
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 699.65 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£67/Night 7 Nights - £469
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
7 Bedrooms 8 Baths 14 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£815/Night 7 Nights - £5,708
Apartment
Map-icon
like-icon8.8
Fabulous
(7 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
£51/Night 7 Nights - £354
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£394/Night 7 Nights - £2,759
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 11 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£347/Night 7 Nights - £2,428
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 4 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
£323/Night 7 Nights - £2,262
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£226/Night 7 Nights - £1,584

Santa Rosa Luxury Rentals

House
Map-icon
like-icon9.0
Exceptional
(10 Reviews)
5 Bedrooms 4 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£705/Night 7 Nights - £4,937
Villa
Map-icon
4 Bedrooms 4 Baths 10 Guests 4004.17 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£571/Night 7 Nights - £3,997
Villa
Map-icon
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£529/Night 7 Nights - £3,700
House
Map-icon
like-icon9.4
Exceptional
(19 Reviews)
5 Bedrooms 4 Baths 16 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£503/Night 7 Nights - £3,522
Villa
Map-icon
4 Bedrooms 2 Baths 8 Guests 2500 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£467/Night 7 Nights - £3,270
House
Map-icon
like-icon9.2
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£352/Night 7 Nights - £2,463
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
£273/Night 7 Nights - £1,908
House
Map-icon
4 Bedrooms 2 Baths 12 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
£204/Night 7 Nights - £1,426

Santa Rosa Pet Friendly Vacation Rentals

House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
3 Bedrooms 2 Baths 9 Guests 1500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£203/Night 7 Nights - £1,423
star-icons-3
House
Map-icon
like-icon1.0
Average
(1 Review)
1 Bedroom 1 Bath 6 Guests 495.14 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£133/Night 7 Nights - £928
House
Map-icon
3 Bedrooms 2 Baths 7 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£160/Night 7 Nights - £1,119
House
Map-icon
5 Bedrooms 2 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
£106/Night 7 Nights - £743
House
Map-icon
4 Bedrooms 2 Baths 3 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
£134/Night 7 Nights - £940
Apartment
Map-icon
2 Bedrooms 1 Bath 5 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£106/Night 7 Nights - £745
New
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£94/Night 7 Nights - £659
New
House
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£77/Night 7 Nights - £541

Santa Rosa Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£992/Night 7 Nights - £6,942
Villa
Map-icon
like-icon9.0
Exceptional
(6 Reviews)
4 Bedrooms 4 Baths 10 Guests
  • Child Friendly
    Child Friendly
£709/Night 7 Nights - £4,966
Villa
Map-icon
like-icon8.4
Excellent
(11 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£191/Night 7 Nights - £1,336
House
Map-icon
like-icon8.0
Excellent
(1 Review)
5 Bedrooms 3 Baths 11 Guests
  • Hot Tub
    Hot Tub
  • Ocean View
    Ocean View
More amenities
£173/Night 7 Nights - £1,208
House
Map-icon
5 Bedrooms 2 Baths 15 Guests 904 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£300/Night 7 Nights - £2,097
House
Map-icon
4 Bedrooms 4 Baths 11 Guests 4200 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£695/Night 7 Nights - £4,867
House
Map-icon
4 Bedrooms 3 Baths 14 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£316/Night 7 Nights - £2,209

Why Choose Rent By Owner for your Santa Rosa 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 Santa Rosa

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the weather and local events in Santa Rosa, Guaynabo, Puerto Rico, vary throughout the year, making it essential to plan accordingly for a memorable stay.

Peak Season Highlights

spring
December to April

This is the most popular time to visit the area, as favorable weather conditions attract travelers seeking warm temperatures and sunny days. Expect vibrant local events and lively atmospheres throughout this peak season.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 70°F (21°C)
spring
June to August

Summer months bring high visitor numbers due to school holidays and excellent beach weather, making it an ideal period for enjoying outdoor activities and exploring the region’s natural beauty.

Average Temperature Daytime: around 87°F (31°C) - Nighttime: around 75°F (24°C)

Off-Season Highlights

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May and November

These shoulder months offer a quieter atmosphere with fewer tourists, providing a more relaxed experience while still enjoying warm weather and pleasant conditions.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: around 72°F (22°C)
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September to October

During these months, you might encounter lower prices and less crowded sites, making it a convenient time for those seeking tranquility amidst the tropical climate.

Average Temperature Daytime: around 84°F (29°C) - Nighttime: around 73°F (23°C)

Weekly Weather Forecast for Santa Rosa

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 cool off and relax in the warmth of the region's climate.
  • Take advantage of well-maintained outdoor patios or decks perfect for dining al fresco with scenic views.
  • Benefit from lush gardens or landscaped yards that provide a peaceful outdoor retreat.
  • Make use of outdoor grilling areas or barbecue facilities ideal for social gatherings and family cookouts.
  • Relax in cozy outdoor loungers or shaded sitting areas designed for soaking up the sun or unwinding after a day of exploring.
  • Explore on-site walking trails or nature paths available at some properties to enjoy the region’s natural beauty.
  • Utilize spacious driveways or outdoor parking options, convenient for exploring here by car.
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Family Activities

  • Visit the Guaynabo Museum of Art: Explore local culture and contemporary artworks that inspire family discussions and foster an appreciation for regional creativity.
  • Enjoy outdoor fun at Parque de las Cavernas del Río Camuy: Discover the natural beauty of caves and lush surroundings, offering an engaging adventure suitable for all ages.
  • Experience interactive exhibits at Museo de Arte de Puerto Rico: Engage with diverse art collections that provide educational entertainment for children and adults alike.
  • Relax at nearby parks and recreational areas: Take advantage of green spaces where families can picnic, play, and unwind amidst the tranquil scenery of the region.
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Adult Activities

  • Golfing at the Guaynabo Golf Course: Enjoy a round of golf amid scenic views in this region's premier course, perfect for relaxing and improving your swing.
  • Exploring local art galleries: Discover vibrant Puerto Rican art scenes through visits to nearby galleries that showcase talented regional artists.
  • Dining at gourmet restaurants: Savor authentic Puerto Rican cuisine and international flavors at top-rated eateries within the area.
  • Visiting historical sites: Learn about the region's rich cultural heritage through its well-preserved landmarks and monuments, ideal for history enthusiasts.

Other Places to Stay in Santa Rosa

Santa Rosa Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's vibrant food scene by trying authentic Puerto Rican dishes at local eateries near your vacation rentals in Santa Rosa, Guaynabo.
  • Plan Outdoor Activities: Make the most of your stay by engaging in outdoor adventures such as hiking or exploring nearby parks within this region's scenic landscapes.
  • Visit Cultural Spots: Discover the rich history and culture of the destination through visits to local museums or landmarks close to your accommodation.
  • Utilize Transportation Options: Opt for convenient transportation services available locally to easily navigate around this area and maximize your sightseeing opportunities.

Transportation Options

  • Public Transit Services: You can rely on local bus routes to navigate the area conveniently and affordably.
  • Rental Cars: Renting a car offers flexibility for exploring here at your own pace, especially if you plan to visit surrounding attractions.
  • Taxis and Ride-Sharing: Taxis and ride-sharing options provide quick and easy transportation within the region, ideal for short trips or last-minute plans.
  • Bicycle Rentals: For an eco-friendly and leisurely way to explore, bicycle rentals are available for getting around this destination comfortably.

Local Customs Options

  • La Playa de Guaynabo: Embrace the local tradition of beach outings and family gatherings at this popular coastal spot.
  • Festival de San Juan: Participate in the vibrant celebrations honoring Puerto Rican culture with music, dance, and traditional foods.
  • Folkloric Music and Dance: Experience the lively rhythms of danza and bomba during community events that highlight regional heritage.
  • Local Artisan Markets: Explore markets showcasing handcrafted goods and Puerto Rican artistry, reflecting the area's rich cultural identity.

Frequently Asked Questions About Santa Rosa?

1. What are the top vacation rentals in Santa Rosa?

2. Which vacation homes in Santa Rosa are best for families?

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

3. How many Rentbyowner vacation rentals are available in Santa Rosa?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 56 in the Santa Rosa 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 Santa Rosa. 

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

Cancellation policies vary depending on the individual listing. You should review the specific rental's cancellation terms on the listing page or contact the property owner directly for detailed information.

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

Yes, each property will have its own set of house rules. Please refer to the property listing details or reach out to the owner to ensure you are familiar with and agree to all guidelines during your stay.

6. How do I confirm my booking and what payment methods are accepted?

Booking confirmation typically occurs after you complete the reservation process on the listing platform. Accepted payment methods are specified on the listing, which may include credit/debit cards or other secure payment options.

7. Is it possible to modify or cancel my reservation if my plans change?

Modifications or cancellations depend on the individual property's policies. It is recommended to review the cancellation and modification terms on the listing or contact the property owner directly for assistance.

8. What amenities are included with vacation rentals in this region?

Amenities can vary among properties, so please check the specific listing for details about what's included. Common features often encompass Wi-Fi, air conditioning, parking, and fully equipped kitchens.

Santa Rosa Top Rated Vacation Rentals

Apartment
Map-icon
1 Bedroom 1 Bath 5 Guests 10763.91 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
£59/Night 7 Nights - £413
House
Map-icon
3 Bedrooms 4 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
£368/Night 7 Nights - £2,573
Apartment
Map-icon
3 Bedrooms 1 Bath 8 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£135/Night 7 Nights - £942