Keystone Vacation Rentals

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Our top choices for Keystone vacation rentals

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very good, (5,030 reviews)
"Great stay"
United States
Eric
The price is CA $165
CA $211 total
includes taxes & fees
May 27 - May 28
Sailport Waterfront Suites

3 Mi to Botanical Gardens: Sun-kissed Largo Escape

3 Mi to Botanical Gardens: Sun-kissed Largo Escape
3.0 star property
Largo
8.6 out of 10, Excellent, (7 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
The price is CA $126
CA $652 total
includes taxes & fees
May 13 - May 14
3 Mi to Botanical Gardens: Sun-kissed Largo Escape

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (724 reviews)
"Overall a nice place to stay"
Canada
Jerome
The price is CA $166
CA $239 total
includes taxes & fees
May 10 - May 11
Beso Del Sol Resort

La Casita - Steps From 7th Ave

La Casita - Steps From 7th Ave
2.0 star property
Ybor City
The price is CA $158
CA $415 total
includes taxes & fees
May 10 - May 11
La Casita - Steps From 7th Ave

The Avalon Club

The Avalon Club
4.0 star property
Clearwater Beach
9.4 out of 10, Exceptional, (537 reviews)
"This place is very nice and clean, my entire family loves it..we enjoyed our stay..."
United States
marjane
The price is CA $292
CA $384 total
includes taxes & fees
May 10 - May 11
The Avalon Club

East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes
2.5 star property
Indian Rocks Beach
East Gulf Dockside Beach Homes

St Louis Escape

St Louis Escape
2.0 star property
Old West Tampa
The price is CA $96
CA $359 total
includes taxes & fees
May 12 - May 13
St Louis Escape

The Gemma by Brightwild

The Gemma by Brightwild
5.0 star property
Clearwater Beach
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property"
United States
Rusty
The price is CA $1,060
CA $2,116 total
includes taxes & fees
May 17 - May 18
The Gemma by Brightwild

Indian Rocks Escape

Indian Rocks Escape
5.0 star property
Largo
The price is CA $1,205
CA $2,134 total
includes taxes & fees
May 30 - May 31
Indian Rocks Escape

Swann Avenue Central Tampa Homes

Swann Avenue Central Tampa Homes
2.0 star property
SoHo
The price is CA $56
CA $320 total
includes taxes & fees
May 13 - May 14
Swann Avenue Central Tampa Homes

BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"The location was the perfect distance to the beach, and the provided beach chairs were very much appreciated. Clean accommodations. Perfect home away from home. "
United States
Shelbie
The price is CA $267
CA $610 total
includes taxes & fees
May 10 - May 11
BeachTrail Lodging

Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
The price is CA $109
CA $332 total
includes taxes & fees
May 10 - May 11
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

The Fold Hotels Indian Shores

The Fold Hotels Indian Shores
3.0 star property
Indian Shores
9.2 out of 10, Wonderful, (977 reviews)
"This was our 5th year staying here and it is still our favorite place to stay! Convenient, clean, and a great place to take kids! "
United States
Alfred
The price is CA $280
CA $336 total
includes taxes & fees
May 31 - Jun 1
The Fold Hotels Indian Shores

Modern 2BR 2BA King Bed Pool Gym 7

Modern 2BR 2BA King Bed Pool Gym 7
2.0 star property
Westchase
The price is CA $172
CA $443 total
includes taxes & fees
May 13 - May 14
Modern 2BR 2BA King Bed Pool Gym 7

The Adaline

The Adaline
5.0 star property
Hyde Park
9.6 out of 10, Exceptional, (70 reviews)
"Really nice area of town to stay in. Was much smaller than I expected, and the pictures online represent multiple units at the same property. Very comfortable, but treat this as a place to lay your head and get a night’s rest. "
United States
Edward
The price is CA $215
CA $515 total
includes taxes & fees
May 12 - May 13
The Adaline

The Hemingway

The Hemingway
4.0 star property
Rocky Point
8.2 out of 10, Very good, (24 reviews)
"Was a nice stay. Enjoyed the pool and the view. Could’ve used more necessities such as cups, and towels. "
Canada
Brendan
The price is CA $125
CA $363 total
includes taxes & fees
May 12 - May 13
The Hemingway

Modern 3 Bedroom, Wesley Chapel!

Modern 3 Bedroom, Wesley Chapel!
3.0 star property
Wesley Chapel
The price is CA $145
CA $1,355 total
includes taxes & fees
May 11 - May 12
Modern 3 Bedroom, Wesley Chapel!

The Westshore by Stylish Stays

The Westshore by Stylish Stays
3.5 star property
Beach Park
The price is CA $98
CA $283 total
includes taxes & fees
May 13 - May 14
The Westshore by Stylish Stays

IRB Coastal Beach Homes

IRB Coastal Beach Homes
3.0 star property
Indian Rocks Beach
The price is CA $118
CA $376 total
includes taxes & fees
May 11 - May 12
IRB Coastal Beach Homes

St Conrad Bungalow House

St Conrad Bungalow House
2.0 star property
MacFarlane Park
The price is CA $67
CA $240 total
includes taxes & fees
May 13 - May 14
St Conrad Bungalow House
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

Find out more about Keystone

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Keystone. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.