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Keystone Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (5,256 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
$124 nightly
The price is $138
Oct 11 - Oct 12
Total with taxes and fees
Sailport Waterfront Suites
A waterfront hotel with multiple balconies, a dock, and a reflective water surface.

2. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (772 reviews)
"Loved the view, pool area very nice"
United States
Tracey
$155 nightly
The price is $173
Oct 4 - Oct 5
Total with taxes and fees
Beso Del Sol Resort
A balcony with wicker furniture overlooking a beach.

3. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (610 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
$270 nightly
The price is $305
Oct 4 - Oct 5
Total with taxes and fees
The Avalon Club
A beachside seating area with a fire pit and chairs, overlooking the ocean.

4. The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.6 out of 10, Excellent, (40 reviews)
"The property was beautiful,loved the pool and bar restaurant,everyone was so nice.Perfect location to everything"
United States
Michelle
$223 nightly
The price is $253
Oct 6 - Oct 7
Total with taxes and fees
The Hemingway
A residential area with a swimming pool surrounded by palm trees and a blue-roofed building.

5. 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
$417 nightly
The price is $474
Oct 7 - Oct 8
Total with taxes and fees
Spacious 3BR 2BA w Pool Gym Near Airport 4
A hotel with a pool area, palm trees, and a view of the ocean.

6. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,143 reviews)
"Friendly staff great location rooms were clean and overall very positive"
United States
Bobbi
$145 nightly
The price is $164
Oct 5 - Oct 6
Total with taxes and fees
Pelican Pointe Clearwater Beach Hotel
A modern living room with a white sofa, a yellow armchair, a dining table with chairs, and artwork on the walls.

7. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
3.0 star property
Tahitian Development
$606 nightly
The price is $679
Oct 4 - Oct 5
Total with taxes and fees
Lakefront Anglers Oasis in Holiday! 8 Mi to Beach
A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

8. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,018 reviews)
"Great location"
United States
Karen
$158 nightly
The price is $179
Nov 3 - Nov 4
Total with taxes and fees
The Fold Hotels Indian Shores
A bright room with a round table, two chairs, and large windows.

9. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (75 reviews)
"Very clean and great location to Hyde park. Would definitely stay again"
United States
Shane
$304 nightly
The price is $345
Oct 11 - Oct 12
Total with taxes and fees
The Adaline
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

10. 2631 Cedarglen Drive

2631 Cedarglen Drive
3.0 star property
Barrington Hills
$2,566 nightly
The price is $2,899
Oct 6 - Oct 7
Total with taxes and fees
2631 Cedarglen Drive
A modern kitchen with a large island, white cabinetry, and a dining area with a table and chairs.

11. The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
9.8 out of 10, Exceptional, (7 reviews)
"Amazing property"
United States
Rusty
$1,238 nightly
The price is $1,399
Oct 6 - Oct 7
Total with taxes and fees
The Gemma by Brightwild
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.

12. Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
4.8 out of 10, (3 reviews)
"I rented here to be close to Tampa General Hospital for a procedure. I did infact end up back at the hospital and my brother had to come check us out. They were so understanding. It was clean, and stocked with the needs for a stay. I was happy and would rent again."
United States
Hope
$206 nightly
The price is $234
Oct 5 - Oct 6
Total with taxes and fees
Swann Avenue Central Tampa Homes
A modern kitchen with a built-in microwave, oven, and dishwasher.

13. Miles at Ybor - Tampa

Miles at Ybor - Tampa
3.0 star property
Ybor City
$1,100 nightly
The price is $1,235
Oct 5 - Oct 6
Total with taxes and fees
Miles at Ybor - Tampa
A modern living room with a large sectional sofa, a flat-screen TV, and a dining area with a kitchen in the background.

14. Cozy Downtown Tampa Retreat

Cozy Downtown Tampa Retreat
2.0 star property
Ybor City
10.0 out of 10, Exceptional, (1 review)
"The place is well equipped and with 4 bedrooms represents good value for any family or group staying in Tampa. Close to Ybor old city ($10 uber) which was very convenient. Great kitchen with all you need to cook and cater. Sauna is a nice touch though in May it was almost as hot in the garage anyway! All go a good place."
United States
Lee
$394 nightly
The price is $441
Oct 18 - Oct 19
Total with taxes and fees
Cozy Downtown Tampa Retreat
A residential area with a swimming pool surrounded by palm trees and a blue-roofed building.

15. 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
$298 nightly
The price is $338
Oct 27 - Oct 28
Total with taxes and fees
Modern 2BR 2BA King Bed Pool Gym 7
A modern kitchen with white cabinets, a marble countertop, and a stainless steel refrigerator.

16. ZenHomes in Central Brandon

ZenHomes in Central Brandon
3.0 star property
Limona Improvement
10.0 out of 10, Exceptional, (1 review)
"Very clean and very understanding"
United States
Rondell
$110 nightly
The price is $125
Oct 4 - Oct 5
Total with taxes and fees
ZenHomes in Central Brandon
A single-story house with a garage, a fenced yard, and a large tree.

17. 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
Oct 4 - Oct 5
Total with taxes and fees
6 Mi to Honeymoon Island: Studio w/ Pool Access
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
8.6 out of 10, Excellent, (34 reviews)
"Overall wonderful place. We Will definitely be back"
United States
Scott
$229 nightly
The price is $258
Nov 2 - Nov 3
Total with taxes and fees
The BC Resort on the Water
A covered porch with a wooden ceiling, a bench, a potted plant, and a surfboard leaning against the wall.

19. 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
Oct 4 - Oct 5
Total with taxes and fees
BeachTrail Lodging
A modern living room with a blue sofa, a wooden floor, and a ceiling light fixture.

20. 1465 Satsuma Street

1465 Satsuma Street
2.5 star property
Clearwater
$2,540 nightly
The price is $2,870
Oct 6 - Oct 7
Total with taxes and fees
1465 Satsuma Street
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

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

10/10 Excellent
"We stayed the night before a cruise. Free shuttle to the port. It was great"
Trudy 1-night trip
Posted 1 hour ago
The Barrymore Hotel Tampa Riverwalk

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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