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Keystone Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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

Feed Horses at Breakfast - Private Gated Cottage
Odessa
9.8 out of 10, Exceptional, (79 reviews)
"We love ❤️!!!!! This place! I recommend and I will use definitely again. I love Mango and Bubble, our neighbors, and the clean and cozy plus also so quite. Thank you again for let us stay in this beautiful place."
United States
Maria M
$331 nightly
The price is $371
Oct 25 - Oct 26
Total with taxes and fees
Feed Horses at Breakfast - Private Gated Cottage
A wooden deck with a fire pit and two Adirondack chairs.

2. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (27 reviews)
"Awesome stay"
United States
Amber P.
$254 nightly
The price is $285
Oct 25 - Oct 26
Total with taxes and fees
Adorable Waterfront Cottage
A paved walkway with palm trees, a beach, and a clear sky.

3. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,290 reviews)
"Me and my family loved this place ❤️"
United States
Alcendrea
$133 nightly
The price is $148
Nov 23 - Nov 24
Total with taxes and fees
Sailport Waterfront Suites
A waterfront hotel with multiple balconies, a dock, and a reflective water surface.

4. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (783 reviews)
"Friendly staff, great location and wonderful views"
United States
Gina
$135 nightly
The price is $150
Oct 25 - Oct 26
Total with taxes and fees
Beso Del Sol Resort
A balcony with wicker furniture overlooking a beach.

5. The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (616 reviews)
"Perfect location on the beach and close to many shops and restaurants."
United States
Robert
$270 nightly
The price is $305
Oct 25 - Oct 26
Total with taxes and fees
The Avalon Club
A modern bedroom with a large bed, a bedside table, a nightstand, a small desk, a microwave, a coffee maker, and a sink.

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

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Pinecrest West Park
9.2 out of 10, Wonderful, (84 reviews)
"Great stay, very clean. The pool was very nice. And the scenery was amazing as well"
United States
Brandy
$96 nightly
The price is $106
Oct 25 - Oct 26
Total with taxes and fees
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
A hotel with a pool, palm trees, and a modern building in the background.

7. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
9.0 out of 10, Wonderful, (1,158 reviews)
"Friendly staff great location rooms were clean and overall very positive"
United States
Bobbi
$152 nightly
The price is $171
Oct 25 - Oct 26
Total with taxes and fees
Pelican Pointe Clearwater Beach Hotel
A neatly made bed with a quilted white and black bedspread, a wooden headboard, and a framed sign above reading "stay awhile".

8. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (44 reviews)
"We had nice stay"
United States
Denisa
$116 nightly
The price is $129
Oct 25 - Oct 26
Total with taxes and fees
Escape By The Bay
A garage with a number '16517' and a white door.

9. DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (81 reviews)
"Comfortable stay"
United States
Patrick T.
$114 nightly
The price is $127
Oct 28 - Oct 29
Total with taxes and fees
DFGmoments#2/Northdale/Citrus Park Mall
A modern building with a flat roof and large windows.

10. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (30 reviews)
"Place was great and sits on hole 2 of Copperhead. The only catch is the property has no elevator, and the room is on the 3rd floor."
United States
Indy J.
$247 nightly
The price is $275
Oct 26 - Oct 27
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

11. The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (1,024 reviews)
"Great location"
United States
Karen
$143 nightly
The price is $161
Nov 22 - Nov 23
Total with taxes and fees
The Fold Hotels Indian Shores
A modern kitchen with dark cabinetry, a stainless steel sink, and a bar area with a stool.

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

Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
Paradise Lakes
9.8 out of 10, Exceptional, (103 reviews)
"Enjoyed our stay"
United States
Anonymous traveler
$166 nightly
The price is $183
Oct 26 - Oct 27
Total with taxes and fees
Private nudist resort! New AC & sectional. rent 3 get 1 free. Spring specials
A modern kitchen with a grey countertop, white cabinets, and a built-in microwave.

13. Yude's Apartment

Yude's Apartment
Town 'n' Country
9.6 out of 10, Exceptional, (29 reviews)
"Had a very wonderful stay highly recommended "
United States
Thalia
$135 nightly
The price is $151
Oct 26 - Oct 27
Total with taxes and fees
Yude's Apartment
A kitchen with teal walls, white cabinets, and a white refrigerator.

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

A beautiful and comfortable room, Apartment No. 2
Tampa
10.0 out of 10, Exceptional, (52 reviews)
"Amazing hosts and clean, quiet, super cute place to stay!"
United States
Angela W.
$133 nightly
The price is $148
Oct 25 - Oct 26
Total with taxes and fees
A beautiful and comfortable room, Apartment No. 2
An aerial view of a coastal residential area with houses, a road, and a body of water.

15. The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (77 reviews)
"The best part about this apartment is its location: right by Bayshore, 10 min walking distance from Hyde Park, and in short driving distance from everything S Tampa. The apartment is cute, spacious, quiet, and well equipped. The host provided comprehensive info ahead of check-in so getting in the apartment was smooth."
United States
Mihaela
$316 nightly
The price is $359
Oct 25 - Oct 26
Total with taxes and fees
The Adaline
Interior

16. Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
$115 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
Green Castle Suite in Tampa
A spacious living room with a large sliding glass door leading to a balcony, a ceiling fan, and a bookshelf.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (34 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
$173 nightly
The price is $193
Oct 25 - Oct 26
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A house with a front door, a large potted plant, and a small white lantern on the porch.

18. Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.2 out of 10, Wonderful, (94 reviews)
"Staff was really nice!"
United States
Anthony
$119 nightly
The price is $130
Oct 25 - Oct 26
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!
A neatly made bed with white linens, a gold lamp on a bedside table, and a woven headboard.

19. Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (33 reviews)
"Excellent location. The host pulled out all the stops - they had everything to make the stay amazing!!"
United States
Lori A.
$293 nightly
The price is $328
Oct 28 - Oct 29
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
A living room with a grey sofa, a patterned rug, a dining table with white chairs, and a potted plant.

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

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.0 out of 10, Wonderful, (40 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
$108 nightly
The price is $120
Nov 10 - Nov 11
Total with taxes and fees
Cozy Boho Guest House w/Patio - 6 min from the beach!
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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

10/10 Excellent
"Skip"
Jaden 1-night trip
Posted less than an hour ago
Wyndham Grand Clearwater Beach

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 $148 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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