A beautiful sunset and silhouette of couple walking along the shoreline on the sand, taken at Clearwater Beach, Florida

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Our top choices for Oldsmar condo rentals

The Westshore by Stylish Stays

The Westshore by Stylish Stays
3.5 star property
Beach Park
10.0 out of 10, Exceptional, (3 reviews)
"Very well priced and located."
United States
Alex
$182 nightly
The price is $207
Jun 21 - Jun 22
Total with taxes and fees
The Westshore by Stylish Stays

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Everything was great!"
United States
Mani S.
$247 nightly
The price is $276
Jun 28 - Jun 29
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (75 reviews)
"Perfect. The place was fantastic"
United States
David W.
$240 nightly
The price is $268
Jun 30 - Jul 1
Total with taxes and fees
Direct water view from Balcony-Pool

Amazing main floor resort style condo at Avalon

Amazing main floor resort style condo at Avalon
Clearwater
9.8 out of 10, Exceptional, (44 reviews)
"Very nice place"
Canada
Peter K.
$252 nightly
The price is $281
Jun 30 - Jul 1
Total with taxes and fees
Amazing main floor resort style condo at Avalon

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (50 reviews)
"Great unit. Close to pool. Comfortable. "
Canada
Gary P.
$280 nightly
The price is $312
Jun 22 - Jun 23
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Cute, spacious 2 BR 2 Full BA condo minutes from the beaches

Cute, spacious 2 BR 2 Full BA condo minutes from the beaches
Anona
9.6 out of 10, Exceptional, (29 reviews)
"Great place to stay!"
United States
Deborah C.
$292 nightly
The price is $326
Jun 19 - Jun 20
Total with taxes and fees
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Clearwater
10.0 out of 10, Exceptional, (87 reviews)
"Stayed for a week! Loved the condo, clean, comfortable beds. Kitchen has everything you need. Plenty of towels and linens. Owner was easy to reach and pleasant to chat with. Would definitely recommend!"
United States
Lisa J.
$377 nightly
The price is $421
Jun 17 - Jun 18
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.6 out of 10, Exceptional, (26 reviews)
"This was the most enjoyable vacation that we have had "
United States
Steve P.
$231 nightly
The price is $257
Jun 22 - Jun 23
Total with taxes and fees
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (105 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
$246 nightly
The price is $274
Jun 28 - Jun 29
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

Studio On The Beach - Heated Pool - Self Check-in

Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.0 out of 10, Wonderful, (14 reviews)
"Wonderful place! Will stay again. "
United States
Jerry R.
$215 nightly
The price is $240
Jun 21 - Jun 22
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in

Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (147 reviews)
"Fabulous location, great views, good communication with host. The only downside is being close to the road which can get very loud on the balcony. We love the pool and hot tub!"
United States
Jenny W.
$215 nightly
The price is $240
Jun 21 - Jun 22
Total with taxes and fees
Amazing waterfront condominium at Boca Ciega Resort

Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.0 out of 10, Wonderful, (29 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
$131 nightly
The price is $146
Jul 12 - Jul 13
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access

SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO

SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO
Seminole
10.0 out of 10, Exceptional, (76 reviews)
"Communication was excellent. Very impressed with cleanliness and how so many things were provided. Loved the location to beaches and shops. Our host checked on us at least once a week. Highly recommend this condo. Would definitely stay again. "
United States
Judy P.
$244 nightly
The price is $272
Jun 25 - Jun 26
Total with taxes and fees
SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO

Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (27 reviews)
"Great stay for golfers at Innsbrook!"
United States
judy
$289 nightly
The price is $322
Jun 20 - Jun 21
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (28 reviews)
"Short walk to the beach, nice docks around the complex, plenty of restaurants and Publix within 5 min drive. "
United States
Gina K.
$262 nightly
The price is $292
Jun 17 - Jun 18
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach

Waterfront 1/1, sleeps 6, walk to beach! #B111

Waterfront 1/1, sleeps 6, walk to beach! #B111
Indian Shores
9.8 out of 10, Exceptional, (52 reviews)
"Great location close to beach, restaurants and activities."
United States
James D.
$360 nightly
The price is $399
Jun 24 - Jun 25
Total with taxes and fees
Waterfront 1/1, sleeps 6, walk to beach! #B111

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
St. Petersburg
9.8 out of 10, Exceptional, (48 reviews)
"Very very clean, newly updated, very comfortable, view from balcony was amazing!"
United States
Jennifer S.
$271 nightly
The price is $302
Jun 21 - Jun 22
Total with taxes and fees
Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
Madeira Beach
9.6 out of 10, Exceptional, (44 reviews)
"Our group of four had a perfect girls getaway week at Island Paradise number two! The room was spotless, and the private pool was amazing."
United States
Amy
$385 nightly
The price is $430
Jun 17 - Jun 18
Total with taxes and fees
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Condo On The Beach - Heated Pool - Self Check-in

Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.0 out of 10, Wonderful, (13 reviews)
"enjoyed our stay"
United States
doug l.
$206 nightly
The price is $230
Jun 18 - Jun 19
Total with taxes and fees
Condo On The Beach - Heated Pool - Self Check-in

Waterfront 2/2 Condo on Treasure Island, 404E

Waterfront 2/2 Condo on Treasure Island, 404E
Treasure Island
9.8 out of 10, Exceptional, (15 reviews)
"Was a nice place to stay. Location was great and complex and room were in great condition "
United States
Anonymous traveler
$380 nightly
The price is $422
Jun 17 - Jun 18
Total with taxes and fees
Waterfront 2/2 Condo on Treasure Island, 404E
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 Oldsmar Hotel Reviews

Find out more about Oldsmar

Oldsmar Condo Rentals information

Number of reviews
953
Accommodation
5115 Condo Rentals
Lowest Price
$146
Highest Price
$430

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from $146 to $430 per night for condos in Oldsmar. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Oldsmar?
Oldsmar has 5115 condos. To help you book the ideal stay, make use of our filters to search for the must-have hotel conveniences.
Why book your condo in Oldsmar with Expedia?
We think that vacations shouldn't be complicated, so if you're on the lookout for condos at a competitive price, Expedia has got your back. Keep costs down and go for something small and cozy, or book a 5-star condo and spoil your favorite people. Our search filters make it simple to find an escape in Oldsmar that checks your boxes.
How can I find cheap condos in Oldsmar?
With Expedia's convenient filter tool, comparing cheap condos in Oldsmar is easy. To discover stays that'll make your wallet happy, fine-tune your search results by amenities, star rating and budget.
What is there to do in Oldsmar near my condo?
If you're eager to discover the sights of Oldsmar, check out Oldsmar Flea Market. It's a favorite among visitors and locals alike.

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