Perry, FL Vacation Rentals with Pools

Perry Vacation Rentals with Pools

New Modern Studio w/private pool- 5 Min to Keaton Beach Boat Ramp

Price Dropped

Apartment

New Modern Studio w/private pool- 5 Min to Keaton Beach Boat Ramp

9.8

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 2 Guests

US $173/Night 7 Nights - US $1,213

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Hotel

Holiday Inn Express Hotel & Suites Perry by IHG

8.5

Fabulous

(75 Reviews)

6 Baths 137.24 ft²

US $122/Night 7 Nights - US $856

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Hotel

Holiday Inn Express Hotel & Suites PERRY by IHG

8.6

Fabulous

(751 Reviews)

1 Bath

US $176/Night 7 Nights - US $1,231

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Villa

Country Estate Villa, Private Pool, 30min to Beach

9.4

Exceptional

(8 Reviews)

5 Bedrooms 4 Baths 16 Guests 3421 ft²

US $474/Night 7 Nights - US $3,320

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Hotel

Hampton Inn Perry

8.2

Excellent

(165 Reviews)

1 Bath 344.45 ft²

US $128/Night 7 Nights - US $896

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Hotel

Regency Inn

5.2

Average

(255 Reviews)

1 Bath

US $98/Night 7 Nights - US $688

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Cottage

Waterfront Cottage on the scenic Aucilla River.

10.0

Exceptional

(44 Reviews)

1 Bedroom 1 Bath 4 Guests 400 ft²

US $148/Night 7 Nights - US $1,039

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House

Charming Perry Home ~ 2 Mi to the Gulf!

10.0

Exceptional

(2 Reviews)

4 Bedrooms 2 Baths 8 Guests 1797.57 ft²

US $337/Night 7 Nights - US $2,357

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4 Mi to Beach: Perry Home Near Boat Launch

Cottage

4 Mi to Beach: Perry Home Near Boat Launch

1 Bedroom 1 Bath

US $308/Night 7 Nights - US $2,156

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House

Cozy secluded beach cottage in Keaton Beach

10.0

Exceptional

(23 Reviews)

2 Bedrooms 1 Bath 6 Guests 624 ft²

US $325/Night 7 Nights - US $2,277

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House

4 Mi to Beach: Perry Home Near Boat Launch

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 6 Guests 1625.35 ft²

US $222/Night 7 Nights - US $1,552

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Price Dropped

Cottage

The Sea Shed

10.0

Exceptional

(13 Reviews)

1 Bedroom 1 Bath 3 Guests 200 ft²

US $93/Night 7 Nights - US $653

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More Top-Rated Vacation Rentals with Pools in Perry Area

Why Choose Rent By Owner for your Perry Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Perry

When should you plan your Vacation Rentals with Pools stay?

Choosing the ideal time to visit here ensures you can enjoy the area's welcoming climate and take full advantage of your stay in rentals with pools, making your vacation experience both comfortable and memorable.

Peak Season Highlights

Spring (March to May)

During spring, you'll enjoy warm weather ideal for relaxing by the pool and exploring the area's scenic beauty.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F

Summer (June to August)

The summer months bring hot temperatures perfect for enjoying a refreshing swim in your rentals with pools and outdoor activities.

Average Temperature Daytime: 85-90°F - Nighttime: 65-70°F

Off-Season Highlights

Fall (September to November)

In fall, the area sees cooler temperatures, making it an excellent time for quiet getaways and poolside relaxation without the crowds.

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

Winter (December to February)

Winters are mild here, providing a peaceful retreat where you can enjoy comfortable weather while avoiding peak travel times.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Weekly Weather Forecast for Perry

How to Book Your Perry Vacation Rentals with Pools

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

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

Select a Rental

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

Book Online

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

Explore and book the perfect rental in Perry

More Top-Rated Vacation Rentals with Pools in Perry Area

Common Vacation Rentals with Pools Amenities

What amenities can you expect?

Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 refreshing dip in the private or shared swimming pool, perfect for relaxing after exploring nearby outdoor attractions.
Take advantage of outdoor grilling areas to prepare delicious meals while soaking in the scenic surroundings.
Relax on spacious patios or decks with comfortable seating to enjoy the warm Florida sunshine.
Discover well-maintained landscaped gardens that add to the outdoor appeal of your rental experience.
Utilize outdoor dining spaces designed for enjoying meals alfresco with family and friends.
Make use of outdoor recreational facilities such as tennis courts or volleyball areas if available.
Access nearby lakes or waterways for activities like fishing or boating, common in this region's outdoor settings.

Top Attractions Around Perry

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as fishing, boating, and exploring scenic parks, all conveniently close to your chosen rentals with pools that offer the perfect retreat after a day of adventure in Perry, Florida.

Family Activities

Shady Grove Campground You can enjoy a family-friendly outdoor experience at this campground, offering scenic spots and recreational activities suitable for all ages.
Perry Golf Course Spend quality time on the lush greens with your loved ones while practicing your swing in a relaxed setting.
North Florida Fairgrounds Attending seasonal fairs and community events here provides fun-filled entertainment for families looking to explore local culture.
Local Nature Trails Discover the region's natural beauty by exploring nearby trails that are perfect for family hikes and birdwatching adventures.

Adult Activities

Fishing at Lake Iamonia Spend a relaxing day casting your line at this popular local spot, where the region's natural beauty complements the tranquil fishing experience.
Exploring Nature Trails Discover scenic walking and biking paths that wind through the area's lush landscapes, ideal for outdoor enthusiasts seeking adventure.
Visit Perry's Historic Downtown: Immerse yourself in local culture by strolling through charming shops and eateries nestled within this quaint district.
Wildlife Watching Observe diverse bird species and other wildlife in their natural habitat, making it a perfect activity for nature lovers staying here.

Other Places to Stay in Perry, FL

Keaton Beach

Explore 75 Properties

Athena

Explore 74 Properties

Perry Train Depot

Explore 69 Properties

Dekle Beach

Explore 69 Properties

One More Cast

Explore 69 Properties

Keaton Beach

Explore 69 Properties

Taylor County Historical Society

Explore 66 Properties

Doctors Memorial Hospital

Explore 64 Properties

Taylor County Sports Complex

Explore 56 Properties

Fish Creek

Explore 46 Properties

Taylor County

Explore 36 Properties

Hampton Springs

Explore 33 Properties

More Places to Stay Near Perry

Perry Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Nature Trails: Take advantage of the area's scenic trails to enjoy the outdoors and complement your relaxing stay in properties with pools.
Visit Nearby Water Activities: Engage in water-based pursuits such as fishing or boating to fully experience this region's waterfront charm.
Plan Your Daytrip Adventures: Discover the surrounding region’s hidden gems and local spots for a well-rounded vacation experience.
Choose Rentals with Poolside Comfort: Select from accommodations featuring private pools to maximize relaxation and leisure during your getaway here.

Transportation Options

Local Bus Services: These provide convenient transportation options within the area, making it easy to explore Perry and its surroundings without worry.
Rental Car Agencies: Offering flexibility and comfort, rental cars allow you to travel at your own pace throughout this destination and enjoy nearby attractions.
Taxi and Ride-Sharing Services: Widely available in the region, they offer quick and reliable transportation for trips around Perry or to specific destinations.
Shuttle Services: Some hotels and lodges provide shuttle options, ensuring an easy and efficient way to reach popular spots in and around Perry.

Local Customs Options

Nunnally's Traditions: Local celebrations often include unique community events that highlight the area's rich heritage and hospitality.
Southern Hospitality: Visitors can expect warm welcomes and friendly interactions, reflecting the region’s well-known courteous customs.
Food Customs: Traditional Southern cuisine, featuring fresh seafood and farm-to-table ingredients, is central to gatherings here.
The Arts and Crafts of the Region: Handicrafts and local art forms are celebrated through fairs and exhibitions, showcasing the area's creative spirit.

Perry Vacation Rentals with Pools Frequently Asked Questions

1. What are the top Rentals With Pools in Perry?

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

2. How many Rentals With Pools are available in Perry?

Currently, the total number of properties listed by RBO in 2026 is over 6 in the Perry area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Perry. 

3. What is the cancellation policy for rentals with pools in the area?

Cancellation policies vary depending on the specific property you choose. To view detailed information about cancellations, please refer to the listing details or contact the property owner directly.

4. Are there any additional fees associated with booking a pool rental here?

Additional fees such as cleaning, service charges, or security deposits may apply. You should review the individual listing for a comprehensive breakdown of all costs before confirming your reservation.

5. How do I find out about pool access and amenities during my stay?

Pool access and amenities are specified in each listing. It’s recommended to read the property description carefully or reach out to the owner to confirm what is included with your booking.

6. What is the process for checking in and check-out at these rentals?

Check-in and check-out procedures vary by property. Specific instructions will be provided upon booking confirmation; contacting the owner ahead of your stay can ensure a smooth arrival and departure.

7. Is it possible to modify or extend my reservation after booking?

Reservation modifications depend on the individual property’s policies. To adjust your booking, please contact the owner directly through the booking platform for assistance.