Keystone Villas - Best Villa Keystone 2026

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Our top choices for Keystone villas

A covered entryway with a dark door, a small garden area with tropical plants, and a tiled floor.

1. Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed

Oldsmar

Stephen W.

includes taxes & fees

5 Dec - 6 Dec

A single-story house with a garage and a front yard.

2. Villa IMPRESSA: Near Beach, Sleeps 6, Billiard/PingPong, Fire Pit, Private Yard

Park Lake Estates

Vicki E.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a dining area, a refrigerator, and a painting on the wall.

3. 2-bedroom villa in tranquil Tampa with cool AC breeze

Carrollwood

Max r.

includes taxes & fees

30 Nov - 1 Dec

An outdoor wooden table with chairs and a large umbrella.

4. Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

Julie D.

includes taxes & fees

9 Nov - 10 Nov

A large green building with a covered patio area, a pool, and a waterfront view.

5. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

Town 'n' Country

Melinda B.

A covered patio area with a table and chairs, a grill, and views of a red barn and a white house.

6. The Flo's house, Snowbird Winter Haven • Spacious 1800 sq ft Home with New Lanai

Lake Magdalene

~ RESORT VIBES RIGHT AT HOME WITH YOUR POOL AND JACUZZI! ~

7. Heated Pool • Hot Tub • Outdoor Kitchen

Largo

Chloe C.

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with a hot tub, surrounded by a covered area with chairs and string lights.

8. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

Largo

Andrew M.

includes taxes & fees

8 Nov - 9 Nov

A covered outdoor area with wicker furniture, a pool, and a view of a lake and palm trees.

9. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

Clearwater

A R.

includes taxes & fees

8 Nov - 9 Nov

A single-story house with a garage, a well-maintained lawn, and a clear sky.

10. Heated Pool~Spa~Mini Golf~Fire Pit~Game Room

Clearwater

includes taxes & fees

14 Nov - 15 Nov

A white sports car parked in front of a Mediterranean-style house with a garage, arched doorways, and decorative columns.

11. Riverside Castle With Large Pool by Tampa Zoo & Armature Works. NO POOL PARTIES

Old Seminole Heights

NkaujTsha&Xais Xyooj O.

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a curved design, surrounded by a covered patio area with lounge chairs and a thatched umbrella.

12. Thonotosassa Villa: Pool, Spa & Game Room

Thonotosassa

Brian B.

includes taxes & fees

9 Nov - 10 Nov

An outdoor pool area with a covered patio, bar stools, and Adirondack chairs.

13. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Largo

Jason D.

includes taxes & fees

8 Nov - 9 Nov

A covered outdoor seating area with a wooden table, a bottle of Saratoza sparkling water, and two glasses.

14. Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

Port Tampa City

Courtney M.

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with two lounge chairs, a small table with a vase, and string lights.

15. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

Ballast Point

"We stayed at this property during SOF Week and had a fantastic experience. The house was clean, comfortable, and exactly as described. The location was perfect for getting to and from the event, and the neighborhood felt safe and quiet, which was a huge plus after long days.The host was responsive, easy to communicate with, and made check‑in and check‑out simple. The space had everything we needed, from reliable Wi‑Fi to a well‑stocked kitchen, and the layout worked great for our team.Overall,...

Jessica C.

includes taxes & fees

10 Nov - 11 Nov

An outdoor seating area with a sofa and chairs, surrounded by lush greenery and a clear sky.

16. The Artist House | Luxury Hyde Park Home Near Downtown, UT, and Bayshore

Hyde Park

A wooden deck with a hot tub, a pool, and lush greenery.

17. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

Largo

"We had a great stay! The house was clean, spacious and perfect for a larger group. There were plenty of bedrooms and bathrooms, so everyone had their own space, but also lots of areas where we could all hang out together. We spent a ton of time by the pool and hot tub, and the game room and outdoor movie area were great when everyone wanted to stay in.The hosts were incredibly responsive and the service was great. Anytime we had a question, they got back to us quickly and were genuinely helpful....

Genie P.