Discover Your Perfect Philippe Estates Vacation Homes

Best Vacation Homes in Philippe Estates

Villa
like-icon10.0
Exceptional
(132 Reviews)
2 Bedrooms 2 Baths 4 Guests 1500 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $238/Night 7 Nights - US $1,663
star-icons-4
Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 990.28 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $330/Night 7 Nights - US $2,313
Apartment
like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $464/Night 7 Nights - US $3,248
House
like-icon10.0
Exceptional
(77 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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US $152/Night 7 Nights - US $1,061
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 904.17 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $108/Night 7 Nights - US $756
Villa
like-icon10.0
Exceptional
(75 Reviews)
2 Bedrooms 2 Baths 4 Guests 1000 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $226/Night 7 Nights - US $1,584
House
like-icon10.0
Exceptional
(68 Reviews)
2 Bedrooms 1 Bath 3 Guests 1000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $213/Night 7 Nights - US $1,494
House
like-icon10.0
Exceptional
(64 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $195/Night 7 Nights - US $1,365

Philippe Estates Luxury Rentals

New
House
2 Bedrooms 2 Baths 4 Guests
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House
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
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US $1,082/Night 7 Nights - US $7,577
star-icons-4
Apartment
4 Bedrooms 4 Baths 8 Guests 1797.57 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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US $926/Night 7 Nights - US $6,480
House
like-icon10.0
Exceptional
(23 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $875/Night 7 Nights - US $6,127
Hotel
Map-icon
4 Baths
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $844/Night 7 Nights - US $5,910
Hotel
Map-icon
4 Baths
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $844/Night 7 Nights - US $5,910
House
like-icon5.0
Average
(2 Reviews)
5 Bedrooms 3 Baths 15 Guests
  • Parking
    Parking
  • Pool
    Pool
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US $821/Night 7 Nights - US $5,747
House
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 8 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $797/Night 7 Nights - US $5,581

Philippe Estates Pet Friendly Vacation Rentals

House
like-icon10.0
Exceptional
(45 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $233/Night 7 Nights - US $1,628
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 32550.06 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $310/Night 7 Nights - US $2,170
House
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $375/Night 7 Nights - US $2,623
House
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $194/Night 7 Nights - US $1,358
star-icons-4
Apartment
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 10225.71 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $160/Night 7 Nights - US $1,120
House
like-icon10.0
Exceptional
(39 Reviews)
2 Bedrooms 2 Baths 4 Guests 958 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $288/Night 7 Nights - US $2,013
Cottage
like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 1 Bath 4 Guests 1140 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $349/Night 7 Nights - US $2,445
House
like-icon10.0
Exceptional
(31 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $286/Night 7 Nights - US $1,999

Philippe Estates Large Vacation Homes

Villa
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $99/Night 7 Nights - US $693
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $225/Night 7 Nights - US $1,573
star-icons-3
Villa
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $465/Night 7 Nights - US $3,254
Villa
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $134/Night 7 Nights - US $938
Apartment
like-icon6.4
Good
(35 Reviews)
10 Bedrooms 8 Baths 25 Guests
  • Parking
    Parking
  • Pool
    Pool
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US $162/Night 7 Nights - US $1,132
Villa
Map-icon
like-icon9.8
Exceptional
(62 Reviews)
2 Bedrooms 2 Baths 4 Guests 1390 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $220/Night 7 Nights - US $1,538
Villa
like-icon9.4
Exceptional
(24 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $259/Night 7 Nights - US $1,813
House
like-icon10.0
Exceptional
(38 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $440/Night 7 Nights - US $3,079

Discover & compare premier experiences around Philippe Estates

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Philippe Estates 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 Philippe Estates

When should you plan your Vacation Rentals stay?

Choosing the ideal time to vacation here can enhance your experience, as the best seasons in this region typically offer pleasant weather and fewer crowds, making it a perfect destination for relaxing stays in Safety Harbor, Florida.

Peak Season Highlights

spring
Spring (March to May)

During this time, the region experiences warm weather and blooming landscapes, making it an ideal season for exploring the area and enjoying outdoor activities.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
winter
Winter Holidays (December to February)

This period offers mild temperatures and festive atmosphere, perfect for those seeking a comfortable escape from colder climates while visiting here.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to be hotter and more humid, which may be less favorable for some travelers, but still suitable if you prefer quieter surroundings.

Average Temperature Daytime: 85-90°F - Nighttime: 70-75°F
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Fall (September to November)

As the region transitions into cooler weather, fewer visitors come, offering a more relaxed experience while still enjoying pleasant temperatures.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Weekly Weather Forecast for Philippe Estates

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.
Explore and book the perfect rental in Philippe Estates

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 during warm Florida days.
  • Relax in a spacious backyard with lush landscaping for outdoor gatherings or quiet evenings.
  • Take advantage of a fully equipped outdoor grilling area for delicious barbecues.
  • Harness the Florida sunshine on a comfortable outdoor patio or lounge area.
  • Benefit from a tennis court or pickleball setup for active recreation nearby.
  • Explore beautifully maintained walking or biking paths accessible from the property.
  • Make use of an outdoor fire pit perfect for cozy nights under the stars.
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Family Activities

  • Safety Harbor Nature Trail: Enjoy a family walk along this scenic trail, which offers lush surroundings and opportunities for birdwatching in the region.
  • Harbor Marina Park: Spend an afternoon at this waterfront park with playgrounds and picnic areas, perfect for relaxing and engaging with the local scenery.
  • Safety Harbor Historic Museum: Discover the area's history through interactive exhibits that are both educational and fun for children and adults alike.
  • Phillippe Park: Explore this beautiful park featuring walking paths, open spaces, and a historic mansion, making it ideal for family outings and outdoor activities.
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Adult Activities

  • Golfing at Safety Harbor Spa & Golf Resort: You can enjoy a leisurely round of golf on the scenic courses nestled just a short drive from your vacation rental.
  • Exploring Philippe Park: Take a relaxing walk or paddle along the waterfront in this historic park offering picturesque views and tranquil surroundings.
  • Fishing Adventures: Spend a day casting your line at nearby lakes or waterways, known for their diverse local fish species and peaceful setting.
  • Dining Experiences in the Region: Indulge in the area's vibrant culinary scene with a variety of restaurants serving fresh seafood and regional fare near your accommodations.

Philippe Estates Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s renowned dining scene to enjoy fresh seafood and local flavors during your stay.
  • Enjoy Water Activities: Make the most of the area’s proximity to the water by engaging in kayaking, paddleboarding, or relaxing by the waterfront.
  • Visit Nearby Parks and Trails: Discover scenic parks and trails around here that provide peaceful spots for walking, picnicking, or outdoor recreation.
  • Plan for Cultural Experiences: Immerse yourself in the local arts and community events to truly experience the essence of this destination.

Transportation Options

  • Personal Vehicles: You can easily explore the area with your own car, enjoying flexible transportation to nearby attractions and local dining options.
  • Public Transit Services: The regional bus system provides economical and convenient connections around the region, making it simple to reach key destinations without hassle.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, offering quick and reliable transportation within this destination and beyond.
  • Rental Cars: Local rental agencies provide a variety of vehicle options for your stay, giving you the freedom to discover the region at your own pace.

Local Customs Options

  • Hurricane Preparedness: Residents and visitors are encouraged to stay informed and adhere to local safety guidelines during hurricane season, reflecting the region’s coastal climate.
  • Marine Wildlife Respect: It’s customary here to observe and respect local marine life, such as manatees and dolphins, which are often seen in nearby waters.
  • Community Festivals: Participating in local festivals and events is a cherished tradition that celebrates the region's vibrant heritage and community spirit.
  • Environmental Conservation: Visitors are commonly advised to follow eco-friendly practices to preserve the area's natural beauty and delicate ecosystems.

Philippe Estates Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Philippe Estates?

3. Which vacation homes in Philippe Estates are best for families?

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

4. How many Rentbyowner vacation rentals are available in Philippe Estates?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 330 in the Philippe Estates 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 Philippe Estates. 

5. What is the cancellation policy for vacation rentals in Philippe Estates, Safety Harbor, Florida?

The cancellation policy varies by property; you should review the specific listing details or contact the property owner directly to understand the terms and potential refunds before booking.

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

Additional fees such as cleaning, service charges, or taxes are often outlined in the listing. It's recommended to read the full description or reach out to the host for clarification before confirming your reservation.

7. How do I check the availability of vacation rentals in this region?

Availability depends on the selected dates and the property’s current bookings. You can view real-time availability by entering your preferred dates on the listing page or contacting the property owner directly.

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

Most properties offer essential amenities like Wi-Fi, kitchens, and parking. For specific features such as pools or pet-friendly options, please review the individual listing details or contact the owner.

9. What should I know about the check-in and check-out process for vacation rentals here?

Check-in and check-out procedures can vary by property. Details are usually provided in the listing or communicated directly by the host. Be sure to confirm these times and any special instructions before your arrival.

Philippe Estates Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
2 Bedrooms 2 Baths 3 Guests 1096 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $159/Night 7 Nights - US $1,115
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
4 Bedrooms 3 Baths 11 Guests 2900 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $516/Night 7 Nights - US $3,611
House
like-icon10.0
Exceptional
(11 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $402/Night 7 Nights - US $2,817
House
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $547/Night 7 Nights - US $3,829
House
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $332/Night 7 Nights - US $2,323
Condo
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $175/Night 7 Nights - US $1,226
House
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 16 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $359/Night 7 Nights - US $2,515
House
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $270/Night 7 Nights - US $1,887