A boat on a calm lake with a clear sky and a line of trees and buildings in the background.

Keystone Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Keystone vacation rentals

A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

1. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,207 reviews)
"Always welcoming atmosphere and the stay is always comforting."
United States
Patricia
$123 nightly
The price is $138
Sep 6 - Sep 7
Total with taxes and fees
Sailport Waterfront Suites
A balcony with a view of a pier extending into the water, two chairs, and a table.

2. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (762 reviews)
"Nice place, good people!"
United States
Johan
$137 nightly
The price is $153
Sep 6 - Sep 7
Total with taxes and fees
Beso Del Sol Resort
A residential area with a swimming pool surrounded by palm trees and a blue-roofed building.

3. Spacious 3BR 2BA w Pool Gym Near Airport 4

Spacious 3BR 2BA w Pool Gym Near Airport 4
3.0 star property
Westchase
10.0 out of 10, Exceptional, (1 review)
"Hard to find but other than that it was great"
United States
willona
$432 nightly
The price is $491
Sep 7 - Sep 8
Total with taxes and fees
Spacious 3BR 2BA w Pool Gym Near Airport 4
A balcony with wicker furniture overlooking a beach.

4. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (595 reviews)
"4 or 5th time staying here . This place is by far the best place in Clearwater to stay . You don’t need to move your car once you check in . Everything right near you and the place is always clean !!"
United States
David
$241 nightly
The price is $273
Sep 13 - Sep 14
Total with taxes and fees
The Avalon Club
A single-story house with a garage, a fenced yard, and a large tree.

5. Fish & Kayak: Palm Harbor Studio w/ Pool Access!

Fish & Kayak: Palm Harbor Studio w/ Pool Access!
3.0 star property
Palm Harbor
$181 nightly
The price is $205
Sep 3 - Sep 4
Total with taxes and fees
Fish & Kayak: Palm Harbor Studio w/ Pool Access!
A beachside seating area with a fire pit and chairs, overlooking the ocean.

6. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.4 out of 10, Very Good, (35 reviews)
"The location was amazing!"
United States
Amy
$222 nightly
The price is $252
Sep 7 - Sep 8
Total with taxes and fees
The Hemingway
A pool with a basketball hoop, surrounded by a covered patio area with seating and a view of the backyard.

7. Tampa Oasis: Pool & Hot Tub Retreat for Families

Tampa Oasis: Pool & Hot Tub Retreat for Families
3.5 star property
Lake Magdalene
$600 nightly
The price is $641
Sep 7 - Sep 8
Total with taxes and fees
Tampa Oasis: Pool & Hot Tub Retreat for Families
A hotel with a pool area, palm trees, and a view of the ocean.

8. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,111 reviews)
"loved the stay"
United States
Carina Yamilet
$147 nightly
The price is $166
Sep 29 - Sep 30
Total with taxes and fees
Pelican Pointe Clearwater Beach Hotel
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

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,015 reviews)
"Great location"
United States
Karen
$133 nightly
The price is $150
Sep 9 - Sep 10
Total with taxes and fees
The Fold Hotels Indian Shores
A bright room with a round table, two chairs, and large windows.

10. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (74 reviews)
"Very clean and great location to Hyde park. Would definitely stay again"
United States
Shane
$325 nightly
The price is $369
Sep 15 - Sep 16
Total with taxes and fees
The Adaline
A cozy room with a wooden ceiling, a bed with a headboard, a bedside table, and a small table with a candle and a basket.

11. Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
4.0 out of 10, (3 reviews)
"Terrible Decision – Do Not Recommend We booked this Studio for 3 nights but only stayed for one. A strong, overwhelming mildew odor filled the unit and actually made us feel physically ill. We also noticed significant water buildup on the toilet seat and cover, which we believe was contributing to the persistent mildew smell. The listing photos are very misleading — they clearly don’t reflect the current condition and appear to have been taken many years ago. In reality, the property is quite...
United States
Donnell
$210 nightly
The price is $239
Sep 7 - Sep 8
Total with taxes and fees
Swann Avenue Central Tampa Homes
A residential area with a swimming pool, palm trees, and houses.

12. Stylish 2BR 2BA w Pool Gym Near Airport 3

Stylish 2BR 2BA w Pool Gym Near Airport 3
3.0 star property
Westchase
$304 nightly
The price is $345
Sep 3 - Sep 4
Total with taxes and fees
Stylish 2BR 2BA w Pool Gym Near Airport 3
A covered porch with a wooden ceiling, a bench, a potted plant, and a surfboard leaning against the wall.

13. BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"Our room was spotless, staff was amazing, all the amenities were included. Great location, dog friendly, and the owner was super nice :-)"
United States
Joseph
$328 nightly
The price is $370
Sep 3 - Sep 4
Total with taxes and fees
BeachTrail Lodging
A single-story house with a garage, a fenced yard, and a large tree.

14. 6 Mi to Honeymoon Island: Studio w/ Pool Access

6 Mi to Honeymoon Island: Studio w/ Pool Access
3.0 star property
Palm Harbor
$196 nightly
The price is $222
Sep 3 - Sep 4
Total with taxes and fees
6 Mi to Honeymoon Island: Studio w/ Pool Access
A bedroom with a bed, a desk with chairs, a ceiling fan, a TV, and a bedside table with a lamp.

15. St Conrad Bungalow House

St Conrad Bungalow House
2.0 star property
MacFarlane Park
$149 nightly
The price is $169
Sep 7 - Sep 8
Total with taxes and fees
St Conrad Bungalow House
A modern kitchen with a large island, white cabinetry, and a dining area with a table and chairs.

16. The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
9.8 out of 10, Exceptional, (6 reviews)
"Amazing property"
United States
Rusty
$1,281 nightly
The price is $1,447
Sep 3 - Sep 4
Total with taxes and fees
The Gemma by Brightwild
A modern living room with a large sectional sofa, a flat-screen TV, and a dining area with a kitchen in the background.

17. Cozy Downtown Tampa Retreat

Cozy Downtown Tampa Retreat
2.0 star property
Ybor City
10.0 out of 10, Exceptional, (1 review)
$372 nightly
The price is $391
Sep 16 - Sep 17
Total with taxes and fees
Cozy Downtown Tampa Retreat
A swimming pool with a wavy edge, surrounded by palm trees and lounge chairs.

18. The BC Resort on the Water

The BC Resort on the Water
4.0 star property
St. Petersburg
8.2 out of 10, Very Good, (30 reviews)
"Loved the pool area."
United States
Ronald
$233 nightly
The price is $263
Sep 3 - Sep 4
Total with taxes and fees
The BC Resort on the Water
A coastal cityscape with a long sandy beach, residential buildings, and a bridge in the distance.

19. East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes
2.5 star property
Indian Rocks Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location! Beautiful area with a 3 minute walk to the beach. Check in was good. There was a little confusion on which unit but the host answered and was able to get it taken care of right away. The space was clean and comfortable. The back area on the water was amazing. I’d definitely stay again."
United States
Whitney
$243 nightly
The price is $275
Sep 3 - Sep 4
Total with taxes and fees
East Gulf Dockside Beach Homes
A residential area with a swimming pool surrounded by palm trees and a blue-roofed building.

20. Modern 2BR 2BA King Bed Pool Gym 7

Modern 2BR 2BA King Bed Pool Gym 7
3.0 star property
Westchase
8.0 out of 10, Very Good, (1 review)
"This property was excellent. Will definitely stay again"
United States
Whitney
$304 nightly
The price is $345
Sep 3 - Sep 4
Total with taxes and fees
Modern 2BR 2BA King Bed Pool Gym 7
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Keystone Hotel Reviews

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

10/10 Excellent
"Awesome location"
Debra Ann 3-night trip
Posted 2 hours ago
Hilton Clearwater Beach Resort & Spa

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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