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

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Our top choices for Oldsmar condo rentals

1. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (29 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
The price is CA $103
CA $396 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful condo on Copperhead. Beaches nearby!

2. BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (121 reviews)
"Yes great experience !the heated pool i loved! Would do again."
United States
Barbara S.
The price is CA $100
CA $358 total
includes taxes & fees
Sep 29 - Sep 30
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

3. 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, (53 reviews)
"This is a great place"
United States
James B.
The price is CA $124
CA $424 total
includes taxes & fees
Oct 8 - Oct 9
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

4. 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)
"Great place to stay in Clearwater! We had everything we needed inside. The condo was very clean!"
United States
Rachel D.
The price is CA $156
CA $500 total
includes taxes & fees
Sep 27 - Sep 28
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

5. Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (77 reviews)
"Very nice for a quick relaxing getaway!"
United States
Stefanie M.
The price is CA $153
CA $353 total
includes taxes & fees
Sep 29 - Sep 30
Direct water view from Balcony-Pool

6. 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, (105 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 $137
CA $402 total
includes taxes & fees
Sep 27 - Sep 28
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

7. 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, (33 reviews)
"Great place for the 3 of us to stay while visiting family in Largo. It was exactly as pictured, pretty quiet and had everything we needed. Thank you!"
United States
Carole M.
The price is CA $146
CA $452 total
includes taxes & fees
Sep 27 - Sep 28
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches

8. 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, (82 reviews)
"Property was well maintained and very clean. Everything was perfect. This was the most well stocked VRBO we have ever stayed in. I would definitely stay in this property again. Short drive to beautiful Gulf Beaches and not far from downtown Tampa."
United States
Bonnie M.
The price is CA $139
CA $399 total
includes taxes & fees
Sep 27 - Sep 28
SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO

9. 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)
"Stay was nice. Pool was great. "
United States
Kimberly K.
The price is CA $137
CA $389 total
includes taxes & fees
Sep 30 - Oct 1
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

10. 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, (48 reviews)
"Great time. Location was perfect for walking everywhere. "
United States
Laura M.
The price is CA $134
CA $261 total
includes taxes & fees
Sep 27 - Sep 28
Pelican Pointe 418:Walk to Beach~Pool~Free Parking

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

Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.8 out of 10, Exceptional, (15 reviews)
"Very close to the beach"
United States
Brandon L.
The price is CA $192
CA $447 total
includes taxes & fees
Oct 26 - Oct 27
Condo On The Beach - Heated Pool - Self Check-in

12. 2/2 Penthouse, Clearwater Beach, 801 Avalon!

2/2 Penthouse, Clearwater Beach, 801 Avalon!
Clearwater
9.8 out of 10, Exceptional, (112 reviews)
"The place was clean and great location. Would love to stay again. Perfect"
United States
William M.
The price is CA $174
CA $682 total
includes taxes & fees
Sep 28 - Sep 29
2/2 Penthouse, Clearwater Beach, 801 Avalon!

13. Downtown Dunedin Walking District

Downtown Dunedin Walking District
Downtown Dunedin
10.0 out of 10, Exceptional, (300 reviews)
"Great stay!"
United States
Barbara B.
The price is CA $346
CA $619 total
includes taxes & fees
Sep 28 - Sep 29
Downtown Dunedin Walking District

14. BeachTrail Lodging

BeachTrail Lodging
3.0 star property
Indian Rocks Beach
9.8 out of 10, Exceptional, (101 reviews)
"Our room was spotless, staff was amazing, all the amenities were included. Great location, dog friendly, and the owner was super nice :-)"
United States
Joseph
The price is CA $159
CA $499 total
includes taxes & fees
Sep 27 - Sep 28
BeachTrail Lodging

15. Waterfront, Harbourside, Water Park, Beach, #7719

Waterfront, Harbourside, Water Park, Beach, #7719
Indian Rocks Beach
9.8 out of 10, Exceptional, (132 reviews)
"We've stayed here multiple times and its never a disappointment. We always enjoy watching the dolphins and occasional manatee from the balcony."
United States
Ryan G.
The price is CA $130
CA $628 total
includes taxes & fees
Sep 27 - Sep 28
Waterfront, Harbourside, Water Park, Beach, #7719

16. Book NOW to enjoy WATERFRONT views in Indian Rocks Beach intracoastal in this comfortable, renovated 2/1 waterfront condo! Enjoy the intracoastal in your backyard! Just a 3 minute WALK to the beach! Bring your boat! We provide the paddle boards!

Book NOW to enjoy WATERFRONT views in Indian Rocks Beach intracoastal in this comfortable, renovated 2/1 waterfront condo! Enjoy the intracoastal in your backyard! Just a 3 minute WALK to the beach! Bring your boat! We provide the paddle boards!
Indian Rocks Beach
9.8 out of 10, Exceptional, (19 reviews)
"Great location . Very responsive."
United States
Craig
The price is CA $204
CA $573 total
includes taxes & fees
Sep 27 - Sep 28
Book NOW to enjoy WATERFRONT views in Indian Rocks Beach intracoastal in this comfortable, renovated 2/1 waterfront condo! Enjoy the intracoastal in your backyard! Just a 3 minute WALK to the beach! Bring your boat! We provide the paddle boards!

17. 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, (59 reviews)
"Place was perfect for us with 2 kids. Each kid had their own pullout sofa bed and the King bed was comfortable.The only minor negative is only one bathroom, which made us somewhat troubling to schedule showers and potty breaks."
United States
Jerry D.
The price is CA $92
CA $465 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront 1/1, sleeps 6, walk to beach! #B111

18. Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (153 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 $163
CA $347 total
includes taxes & fees
Sep 27 - Sep 28
Amazing waterfront condominium at Boca Ciega Resort

19. 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, (34 reviews)
"The location was great! Just steps is away from the beach and very close to restaurants, bars and stores. Would definitely recommend. "
United States
Jule M.
The price is CA $111
CA $346 total
includes taxes & fees
Sep 28 - Sep 29
Tranquil Top Floor Condo Walking Distance to Madeira Beach

20. Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores Beach.

Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores Beach.
Indian Shores
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay for a week. "
United States
Christopher J.
The price is CA $146
CA $488 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores 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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Oldsmar Condo Rentals information

Number of reviews
1,695
Accommodation
5045 Condo Rentals
Lowest Price
CA $261
Highest Price
CA $682

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from CA $261 to CA $682 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 5045 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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