1 / 50

Dade City 2BR | Gated Pool & Pickleball

House in Dade City, FL

6 guests·2 bedrooms·2 bathrooms
5.0 · 51 reviews

Why you'll love this stay

Value & Savings

Value & Savings

Guests save an average of 32% when booking this stay vs. Airbnb and Vrbo.

Outdoor Living

Outdoor Living

Unwind by the sparkling community pool and fireside evenings.

Location & Accessibility

Location & Accessibility

Minutes from downtown Dade City, with boutique shops nearby.

Property details

A genuinely quiet 2-bedroom, 2-bath home in a gated Dade City community with a residents' pool and pickleball courts — built for seasonal visitors, retirees, and anyone who wants the slower version of Florida. Two full baths mean nobody waits. Screened lanai, in-home laundry, full kitchen, 1,286 square feet to spread out. Downtown Dade City is minutes away, Wesley Chapel shopping 20, Tampa 45. Monthly stays welcome. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Additional rules: - . . . . Welcome to your cozy getaway in beautiful Dade City! I’m Sunny, and I picked this charming 2-bedroom, 2-bathroom retreat for guests looking to relax, explore, and enjoy a little extra Florida sunshine. Step inside and enjoy the bright open-concept layout connecting the living room, dining area, and fully equipped kitchen. Sunny likes his mornings bright and his kitchens shiny — and this one comes stocked with stainless steel appliances, cookware, dishes, utensils, and all the essentials you’ll need to feel right at home. Sleeping Arrangements: ☀️ Primary Suite: Queen bed, ensuite bathroom, and plenty of storage ☀️ Second Bedroom: Full bed with a full bathroom conveniently located nearby Kitchen & Dining Features: ☀️ Stainless Steel Appliances ☀️ Farberware Coffee Maker (Grounds) ☀️ Cookware, dishes, utensils, coffee maker, and toaster ☀️ Dishwasher & microwave ☀️ Dining table for shared meals and conversation Additional Features: ☀️High-speed WiFi & Smart TV ☀️Washer & dryer on site ☀️Free parking ☀️Central A/C & heating Pack ’n Play & booster seat available upon request Outdoor & Community Amenities: Enjoy your morning coffee on the private front patio or spend the day enjoying the community amenities. Sunny packed his shades because this community includes: 🏊🏻‍♂️ Sparkling community pool (pool waiver required) 🏓 Pickleball & shuffleboard courts 🔴 Bocce ball court ⛳️ Golf chipping area 🔥 Fire pit for cozy evenings under the stars Whether you’re lounging poolside, enjoying a friendly game, or roasting marshmallows around the fire pit, there’s plenty of outdoor fun waiting for you here. Location Highlights: Located just minutes from downtown Dade City, you’ll be close to boutique shopping, local dining, antique stores, and charming small-town Florida hospitality. 🎬 Joy-Lan Drive-In – 16 Minutes 🦒 Giraffe Ranch – 21 Minutes 🌊 Mirada Lagoon – 15 Minutes 🏛️ Pioneer Florida Museum – 14 Minutes 🍦 Uptown Creamery – 15 Minutes Sunny’s Starter Amenities: To help you settle in comfortably, I’ve stocked the home with a complimentary starter set of essentials: ☀️ Fresh paper towel roll ☀️ Toilet paper for each bathroom plus extras under the sink ☀️ Hand soap in bathrooms & kitchen ☀️ Brand new sponge ☀️ Dish soap + 3 dishwasher tabs (where applicable) ☀️ Travel-size shampoo, conditioner & body wash ☀️ Trash bags, including one already in the can upon arrival ☀️ 3 laundry pods for the washer & dryer If you’re planning a longer stay, or have a large group you may want to pick up additional supplies during your trip. 🐾 Pet Policy: This home is kept pet-free due to severe owner allergies to cats and dogs. Guests traveling with service animals are kindly asked to contact us in advance so we can discuss accommodations. Thank you for your understanding! ☀️ ⚠️ Pool Waiver Notice For insurance purposes, all guests are required to sign our pool waiver before arrival. If not signed, we reserve the right to cancel the reservation fee-free. Access to the property will not be permitted without this completed form. We’ll send it immediately after booking — thank you for your understanding! *If you are a homeowner interested in partnering with us for short-term rentals, please contact us through the chat and share your property information. Our team will review the details and connect with you to discuss next steps!* You’ll receive a personalized door code for the Schlage smart lock on the lanai door. Your code will be sent at 4:00 PM the evening before arrival for smooth, contactless check-in. We respect your privacy but remain fully available through the app or by text for anything you might need. Check-in is contactless through a smart lock, so you can arrive on your own schedule without waiting on anyone. Consider us your virtual concierge — we are dedicated to making sure your visit is smooth, comfortable, and entirely stress-free. Local support is nearby if anything needs attention during your stay. Location Highlights: Located just minutes from downtown Dade City, you’ll be close to boutique shopping, local dining, antique stores, and charming small-town Florida hospitality. 🎬 Joy-Lan Drive-In – 16 Minutes 🦒 Giraffe Ranch – 21 Minutes 🌊 Mirada Lagoon – 15 Minutes 🏛️ Pioneer Florida Museum – 14 Minutes 🍦 Uptown Creamery – 15 Minutes -Smoking: No smoking is permitted inside or on the property. Smoking will result in a $1,000 fine -Pool Waiver MUST be signed -Security System: Installed with front and back door cameras for guest safety. -No parties or unauthorized events -Please respect quiet hours after 10 PM -Laundry: Washer and dryer on the property with complimentary laundry pods and dryer sheets -Unreported Pets - Pets must be disclosed and approved prior to arrival: Properties that do not allow pets: Any unreported pet will result in a $250 per day fee. Properties that allow authorized pets: Any pet that is not reported and approved will result in a $150 per day fee. *Guests are responsible for any additional cleaning, damage, or pest-related costs caused by an unreported pet.* -DoorDash, Uber Eats, Instacart, and similar on-demand deliveries are welcome during your stay. However, no mail or packages may be sent to the property. Please have packages held at a local post office, UPS Store, or other pickup location. Any mail or packages delivered to the house will be refused and returned to the sender. We cannot accept responsibility for lost, delayed, or returned packages.

Sleeping arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Livingroom

1 Sofa Bed

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

Guest reviews

Star icon 5.0 | 51 reviews
5
4
3
2
1
K

Karen

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

May 2026

We had a great stay. Had to contact Jason and he got right back to us. Would definitely stay here again.

L

Lonika

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

April 2026

The home is located in a mobile home park. The neighborhood was quiet and clean. I didn't experience any issues. The home was clean and modern within. The cover photo with the pool is a picture of the community center and it doesn't look like the picture. The trash was overflowing upon arrival and the dishes in the kitchen (mainly cups and silverware) were visibly dirty. There was hair in the master bed. The rest of the home was pretty clean (spots here and there). The decor was modern and they had nice fireplaces that were really nice. The host was very polite and very responsive. 4pm check in and 10am checkout needs revision. They have a lot of items placed out for guests to use, very nice! There was a room with card/board games. Pulling in, my heart sank, but it was not a bad stay.

J

Joshua

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

April 2026

Beautiful place!! Great host!

C

Celso

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

March 2026

fantastic spot, Fantastic Host. Will definitely use again!

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 10:00am

No pets allowed

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.