A beach at sunset with birds flying and a person walking.

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Our top choices for Oldsmar condo rentals

1. Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (76 reviews)
"Very nice for a quick relaxing getaway!"
United States
Stefanie M.
The price is CA $159
CA $363 total
includes taxes & fees
Aug 10 - Aug 11
Direct water view from Balcony-Pool

2. Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.2 out of 10, Wonderful, (41 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
The price is CA $150
CA $198 total
includes taxes & fees
Aug 10 - Aug 11
Tampa Bay 1BR - Pool, Balcony & Beach Access

3. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Great stay for golfers at Innsbrook!"
United States
judy
The price is CA $131
CA $424 total
includes taxes & fees
Aug 11 - Aug 12
Beautiful condo on Copperhead. Beaches nearby!

4. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (299 reviews)
"Everything was amazing!"
United States
Paul R.
The price is CA $342
CA $606 total
includes taxes & fees
Aug 10 - Aug 11
Downtown Dunedin Walking District

5. Water View*Ideal Location*Pool

Water View*Ideal Location*Pool
Rocky Point
9.4 out of 10, Exceptional, (24 reviews)
"Overall amazing stay! "
United States
Michael B.
The price is CA $139
CA $634 total
includes taxes & fees
Aug 12 - Aug 13
Water View*Ideal Location*Pool

6. 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, (89 reviews)
"Beautiful stay. Nice location, clean condo. "
United States
Sami A.
The price is CA $169
CA $514 total
includes taxes & fees
Aug 24 - Aug 25
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

7. 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, (109 reviews)
"The condo was wonderful, it had everything our family needed for a great vacation. The host was friendly and responsive. Loved the location near lots of restaurants and not far from the beach. "
United States
April B.
The price is CA $124
CA $365 total
includes taxes & fees
Aug 10 - Aug 11
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

8. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (119 reviews)
"Yes great experience !the heated pool i loved! Would do again."
United States
Barbara S.
The price is CA $119
CA $379 total
includes taxes & fees
Sep 8 - Sep 9
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

9. Luxury Waterfront Condo with Heated Pool and Balcony

Luxury Waterfront Condo with Heated Pool and Balcony
Rocky Point
9.2 out of 10, Wonderful, (10 reviews)
"Enjoyed the view of the water and the central location."
United States
Wendy S.
The price is CA $159
CA $360 total
includes taxes & fees
Aug 12 - Aug 13
Luxury Waterfront Condo with Heated Pool and Balcony

10. Waterfront Oasis ⚡ Near Lightning & Bucs Games

Waterfront Oasis ⚡ Near Lightning & Bucs Games
Rocky Point
9.4 out of 10, Exceptional, (58 reviews)
"Great location. "
United States
Gina F.
The price is CA $142
CA $340 total
includes taxes & fees
Aug 10 - Aug 11
Waterfront Oasis ⚡ Near Lightning & Bucs Games

11. 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 $272
CA $622 total
includes taxes & fees
Aug 10 - Aug 11
BeachTrail Lodging

12. Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (728 reviews)
"The room was spacious and clean with a great view of the water. The location is great. Enjoyed my stay!"
United States
Karen
The price is CA $138
CA $359 total
includes taxes & fees
Aug 12 - Aug 13
Westwinds Waterfront Resort

13. 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
9.4 out of 10, Exceptional, (32 reviews)
"Condo was perfect! Great location, close to the pool. Shannon was great to work with, was very attentive when we needed something! Would definitely stay here again! "
United States
Jane K.
The price is CA $152
CA $458 total
includes taxes & fees
Aug 10 - Aug 11
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches

14. Chic Modern Condo Hotel Suite on the Beach

Chic Modern Condo Hotel Suite on the Beach
Clearwater
9.8 out of 10, Exceptional, (185 reviews)
"Great location!"
United States
Lisa M.
The price is CA $319
CA $744 total
includes taxes & fees
Aug 10 - Aug 11
Chic Modern Condo Hotel Suite on the Beach

15. Pelican Pointe 418:Walk to Beach~Pool~Free Parking

Pelican Pointe 418:Walk to Beach~Pool~Free Parking
Clearwater Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great time. Location was perfect for walking everywhere. "
United States
Laura M.
The price is CA $146
CA $274 total
includes taxes & fees
Aug 30 - Aug 31
Pelican Pointe 418:Walk to Beach~Pool~Free Parking

16. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

2/2 Penthouse, Clearwater Beach, 801 Avalon!
Clearwater
9.8 out of 10, Exceptional, (110 reviews)
"The place was clean and great location. Would love to stay again. Perfect"
United States
William M.
The price is CA $208
CA $723 total
includes taxes & fees
Sep 1 - Sep 2
2/2 Penthouse, Clearwater Beach, 801 Avalon!

17. Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (150 reviews)
"This place was fantastic my husband and i stayed 4 nights and loved every minute. We have so memories that will.last a life time. I will definitely refer this beautiful place to others."
United States
jennifer e.
The price is CA $160
CA $341 total
includes taxes & fees
Aug 10 - Aug 11
Amazing waterfront condominium at Boca Ciega Resort

18. Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (118 reviews)
"Great location on the beach very clean, free barking recommend"
United States
Walid
The price is CA $261
CA $427 total
includes taxes & fees
Aug 10 - Aug 11
Voyager Beach Club

19. UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Seminole
10.0 out of 10, Exceptional, (104 reviews)
"i have stayed ther two years and the only complaint i have is that the beds are too soft 4 guests said the same thinks"
United States
Mary Ann E.
The price is CA $130
CA $389 total
includes taxes & fees
Aug 16 - Aug 17
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

20. Waterfront, Harbourside, Water Park, Beach, #5515

Waterfront, Harbourside, Water Park, Beach, #5515
Indian Rocks Beach
9.8 out of 10, Exceptional, (136 reviews)
"Our stay was absolutely amazing! The condo was very clean when we arrived. Everything was very comfortable. We really enjoyed our stay, it was the perfect place for us to spend time as a family. The waterpark was a lot of fun, reasonably priced, so that made staying there for the full day wonderful."
United States
cassandra v.
The price is CA $176
CA $722 total
includes taxes & fees
Aug 10 - Aug 11
Waterfront, Harbourside, Water Park, Beach, #5515
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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Oldsmar Condo Rentals information

Number of reviews
2,314
Accommodation
5057 Condo Rentals
Lowest Price
CA $198
Highest Price
CA $744

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from CA $198 to CA $744 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 5057 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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