Keystone Vacation Rentals from $138: Search Short-Term Rentals

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Our top choices for Keystone vacation rentals

A gravel driveway leading to a gated area with a house and a fenced field.

1. Feed Horses at Breakfast - Private Gated Cottage

Odessa

Maria M

$307 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden deck with a fire pit and two Adirondack chairs.

2. Adorable Waterfront Cottage

Odessa

Amber P.

$233 nightly

Nov 14 - Nov 15

Total with taxes and fees

A paved walkway with palm trees, a beach, and a clear sky.

3. Sailport Waterfront Suites

Rocky Point

Paula A

$124 nightly

Nov 23 - Nov 24

Total with taxes and fees

A deck with lounge chairs and a hot tub, overlooking a body of water with a pier in the background.

4. Beso Del Sol Resort

Dunedin

Gina

$135 nightly

Nov 11 - Nov 12

Total with taxes and fees

A balcony with wicker furniture overlooking a beach.

5. The Avalon Club

Clearwater Beach

Courtney

$270 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel with a pool, palm trees, and a modern building in the background.

6. Pelican Pointe Clearwater Beach Hotel

Clearwater Beach

Daniel

$134 nightly

Dec 2 - Dec 3

Total with taxes and fees

A garage with a number '16517' and a white door.

7. DFGmoments#2/Northdale/Citrus Park Mall

Greater Northdale

Melinda K.

$93 nightly

Nov 14 - Nov 15

Total with taxes and fees

A patio area with black lounge chairs, a table, and an umbrella.

8. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Pinecrest West Park

Brandy

$78 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

9. The Fold Hotels Indian Shores

Indian Shores

Karen

$165 nightly

Dec 8 - Dec 9

Total with taxes and fees

A modern building with a flat roof and large windows.

10. Innisbrook 2BR Getaway With Balcony & Pool

Palm Harbor

Indy J.

$252 nightly

Nov 9 - Nov 10

Total with taxes and fees

A compact living space with a kitchen, dining area, and a living room with a sofa.

11. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Colonial Hills

Andrew K.

$123 nightly

Nov 9 - Nov 10

Total with taxes and fees

A neatly made bed with a quilted white and black bedspread, a wooden headboard, and a framed sign above reading "stay awhile".

12. Escape By The Bay

Town 'n' Country

Denisa

$106 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with dark cabinetry, a stainless steel sink, and a bar area with a stool.

13. Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

Paradise Lakes

Luis

$154 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel room with a large bed, a brown leather sofa, a small table, and a window with curtains.

14. Beautiful suite with separate entrance.

North Park

Maria N.

$109 nightly

Nov 9 - Nov 10

Total with taxes and fees

A home entrance with a 'WELCOME' sign, a kitchen area visible through the doorway, and two potted plants.

15. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Palm Harbor

Mike C.

$224 nightly

Nov 10 - Nov 11

Total with taxes and fees

A turquoise house with a front porch, surrounded by a garden with a stone pathway leading to the entrance.

16. East Riverside Downtown Bungalow

Downtown

Chris

$244 nightly

Dec 1 - Dec 2

Total with taxes and fees

A living room with a grey sofa, a patterned rug, a dining table with white chairs, and a potted plant.

17. Cozy Boho Guest House w/Patio - 6 min from the beach!

Town 'n' Country

Deborah

$98 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a large sliding glass door leading to a balcony, a ceiling fan, and a bookshelf.

18. Key West Style Cottage - with pool/hot-tub

Dunedin

"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...

Nayeli

$165 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a grey countertop, white cabinets, and a built-in microwave.

19. Yude's Apartment

Town 'n' Country

Thalia

$124 nightly

Nov 9 - Nov 10

Total with taxes and fees

A kitchen with teal walls, white cabinets, and a white refrigerator.

20. A beautiful and comfortable room, Apartment No. 2

Tampa

Angela W.

$122 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Keystone Hotel Reviews

Hilton Clearwater Beach Resort & Spa

10/10 Excellent

"Muy buena"

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent

"I would stay here again in a heartbeat! The food at both restaurants is delicious, the property is beautiful, and the staff is extremely accommodating. The day before my checkout, I asked the front desk if I could move the checkout to a later time. She said it was no problem. The hotel is walking distance everything. You don’t need a car. My only complaint (which many people would see as a plus,) is that the pool is in between the three buildings, and is in the shade almost 100% of the day. There is a huge sun deck with plenty of loungers for people that like the sun. Though the pool is heated and warm, the pool is in the shade all day. I can’t wait to stay here again! We had a wonderful time."

Find out more about Keystone

Everything you need to know about Keystone vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keystone vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keystone vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Keystone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Keystone. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Keystone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Keystone rentals

At Expedia, we put the best Keystone vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Keystone rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keystone vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keystone. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for Keystone vacation rentals

1. Feed Horses at Breakfast - Private Gated Cottage

2. Adorable Waterfront Cottage

3. Sailport Waterfront Suites

4. Beso Del Sol Resort

5. The Avalon Club

6. Pelican Pointe Clearwater Beach Hotel

7. DFGmoments#2/Northdale/Citrus Park Mall

8. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

9. The Fold Hotels Indian Shores

10. Innisbrook 2BR Getaway With Balcony & Pool

11. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

12. Escape By The Bay

13. Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials

14. Beautiful suite with separate entrance.

15. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

16. East Riverside Downtown Bungalow

17. Cozy Boho Guest House w/Patio - 6 min from the beach!

18. Key West Style Cottage - with pool/hot-tub

19. Yude's Apartment

20. A beautiful and comfortable room, Apartment No. 2

Find vacation rentals that suit your style

Top Keystone Hotel Reviews

Hilton Clearwater Beach Resort & Spa

Four Points by Sheraton Suites Tampa Airport Westshore

Fairfield Inn & Suites by Marriott Clearwater Beach

Hyatt Regency Clearwater Beach Resort and Suites

The Westin Tampa Bay

OASIS BAY SUITES, Tampa, Busch Gardens, USF

Wyndham Grand Clearwater Beach

Holiday Inn Tampa Westshore - Airport Area by IHG

HomeTowne Studios by Red Roof Tampa - Airport

Find out more about Keystone

Explore a world of travel with Expedia

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