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Condo Rentals in Oldsmar

❤Waterfront View, Amazing Sunsets, Heated Pool 3mins to Airport ☀🐬🏖

9.2 out of 10, Wonderful, (139)
"This was a great find! Fantastic location, great little sand area to watch the sunset, fantastic pool restaurant with great service. The condo is a little tight on space for a 2 adults and 2 teens but it was clean and had everything we needed!"
$219 nightly
The price is $245
Jul 6 - Jul 7
Total includes taxes and fees
❤Waterfront View, Amazing Sunsets, Heated Pool 3mins to Airport ☀🐬🏖

2 PM check in-water view from Balcony-Pool

9.4 out of 10, Exceptional, (64)
"The property was clean and comfortable with secure parking and onsite amenities. The owner’s communication was excellent, as well. "
$246 nightly
The price is $276
Jul 13 - Jul 14
Total includes taxes and fees
2 PM check in-water view from Balcony-Pool

All Waterfront Community- Heated Pool- 2 PM CHECK IN

9.4 out of 10, Exceptional, (53)
"Good room, quiet location,good place to get away. Close enough to just about everything and far enough to be away from the crazyness. super short airport trip. Will stay here again"
$249 nightly
The price is $279
Jun 28 - Jun 29
Total includes taxes and fees
All Waterfront Community- Heated Pool- 2 PM CHECK IN

Tampa Bay 1BR - Pool, Balcony & Beach Access

2.5 star property
9.6 out of 10, Exceptional, (8)
"We had a great short getaway for baseball!"
$138 nightly
The price is $154
Jul 1 - Jul 2
Total includes taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access

Shared condo in welcoming Tampa with AC, WiFi, fitness room

$125 nightly
The price is $139
Jun 28 - Jun 29
Total includes taxes and fees
Shared condo in welcoming Tampa with AC, WiFi, fitness room

Walk to beach- 2 PM check in-Boat dock-Pool-amazing views

9.4 out of 10, Exceptional, (22)
"Worthy staying. Recommended!"
$271 nightly
The price is $301
Jul 13 - Jul 14
Total includes taxes and fees
Walk to beach- 2 PM check in-Boat dock-Pool-amazing views

Waterfront condo with sunset views w/ Pool and Hot Tub

9.8 out of 10, Exceptional, (74)
"Very clean place with everyting we needed!We loved the location, communication check in, ,and the veiw from the balcony and living room was outstanding!!Highly recommended!"
$203 nightly
The price is $226
Jul 7 - Jul 8
Total includes taxes and fees
Waterfront condo with sunset views w/ Pool and Hot Tub

PROMO 5% WEEKLY/5% MONTHLY DISC. Waterfront Condo! Mins to Beach!Great location!

9.8 out of 10, Exceptional, (47)
"We enjoyed our visit and will not hesitate to return!"
$259 nightly
The price is $290
Jul 8 - Jul 9
Total includes taxes and fees
PROMO 5% WEEKLY/5% MONTHLY DISC. Waterfront Condo! Mins to Beach!Great location!

Amazing waterfront condominium at Boca Ciega Resort

9.0 out of 10, Wonderful, (123)
"Beautiful scenery, good food next store. Great place to stay."
$216 nightly
The price is $241
Jul 15 - Jul 16
Total includes taxes and fees
Amazing waterfront condominium at Boca Ciega Resort

Treasure Island 2BR: On the Beach, Pool

9.4 out of 10, Exceptional, (20)
"Great stay!"
$498 nightly
The price is $555
Jul 1 - Jul 2
Total includes taxes and fees
Treasure Island 2BR: On the Beach, Pool

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (569)
"Great place to stay. Very clean and the staff is so friendly!"
$221 nightly
The price is $248
Jul 6 - Jul 7
Total includes taxes and fees
Provident Oceana Beachfront Suites

2BR/2BA Condo: Beachfront, Pool & Balcony

9.2 out of 10, Wonderful, (28)
"As advertised! Great location and we had everything we needed."
$484 nightly
The price is $539
Jul 7 - Jul 8
Total includes taxes and fees
2BR/2BA Condo: Beachfront, Pool & Balcony

Stunning Beach View: 2BR Condo with Pool

9.2 out of 10, Wonderful, (54)
"This was a great place. We would definitely stay here again "
$481 nightly
The price is $536
Jul 16 - Jul 17
Total includes taxes and fees
Stunning Beach View: 2BR Condo with Pool

Beachfront 2/2 on Treasure Island, 404W Oceana

9.8 out of 10, Exceptional, (68)
"The perfect place to spend a few days or a longer stay. Convenient parking. Wonderful view!"
$497 nightly
The price is $551
Jul 10 - Jul 11
Total includes taxes and fees
Beachfront 2/2 on Treasure Island, 404W Oceana

Beachfront 2/2 Condo on Treasure Island, 305W Oceana

9.8 out of 10, Exceptional, (61)
"We had a great experience overall. We had some travel issues and the management company was very responsive and great to work with. Property was clean and perfectly stocked for our needs. "
$455 nightly
The price is $506
Jun 30 - Jul 1
Total includes taxes and fees
Beachfront 2/2 Condo on Treasure Island, 305W Oceana

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (671)
"Loved our stay!!! "
$278 nightly
The price is $315
Jun 30 - Jul 1
Total includes taxes and fees
Westwinds Waterfront Resort

Surf Beach 304 - Spectacular Sunsets - Beach Front

9.6 out of 10, Exceptional, (37)
"This was a great place to stay for our family, great location and right on the beach."
$497 nightly
The price is $554
Jul 13 - Jul 14
Total includes taxes and fees
Surf Beach 304 - Spectacular Sunsets - Beach Front

Surf Beach 502 - Spectacular Sunsets - Beach Front

9.4 out of 10, Exceptional, (56)
"Property was well kept up and clean. Beautiful location and view."
$491 nightly
The price is $548
Jul 1 - Jul 2
Total includes taxes and fees
Surf Beach 502 - Spectacular Sunsets - Beach Front

Surf Beach 405 - Spectacular Sunsets - Beach Front

9.6 out of 10, Exceptional, (49)
"Great view and great location to a lot of fun places!"
$427 nightly
The price is $476
Jul 27 - Jul 28
Total includes taxes and fees
Surf Beach 405 - Spectacular Sunsets - Beach Front

Surf Beach 204 - Gulf Front Condo - ADA

9.8 out of 10, Exceptional, (38)
"Enjoyed location, pool, hot tub."
$443 nightly
The price is $494
Jul 6 - Jul 7
Total includes taxes and fees
Surf Beach 204 - Gulf Front Condo - ADA
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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Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from $139 to $555 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 4897 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.