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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Oldsmar condo rentals

A modern building with a flat roof and large windows.

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.
$242 nightly
The price is $271
Sep 28 - Sep 29
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
A beach with a pier, palm trees, and a building with a dome roof.

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.
$221 nightly
The price is $247
Sep 29 - Sep 30
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
A beach with a pier extending into the ocean, a sandy beach lined with palm trees, and a row of beach umbrellas.

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.
$258 nightly
The price is $289
Oct 8 - Oct 9
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
A beach with a pier extending into the ocean, palm trees, and a sandy walkway.

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.
$300 nightly
The price is $336
Sep 27 - Sep 28
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
A beach swing with a palm tree, overlooking a calm sea at sunset.

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.
$218 nightly
The price is $245
Sep 29 - Sep 30
Total with taxes and fees
Direct water view from Balcony-Pool
A beach with waves and a clear sky.

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.
$237 nightly
The price is $275
Sep 27 - Sep 28
Total with taxes and fees
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
A beach with people swimming and sunbathing, a colorful umbrella, and footprints in the sand.

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.
$274 nightly
The price is $306
Sep 27 - Sep 28
Total with taxes and fees
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches
A beach with waves and a clear sky.

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.
$243 nightly
The price is $272
Sep 27 - Sep 28
Total with taxes and fees
SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO
A beach with waves and a clear sky.

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.
$236 nightly
The price is $264
Sep 30 - Oct 1
Total with taxes and fees
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.
$166 nightly
The price is $185
Sep 27 - Sep 28
Total with taxes and fees
Pelican Pointe 418:Walk to Beach~Pool~Free Parking
A pool area with lounge chairs and a view of the sunset over the ocean.

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.
$272 nightly
The price is $304
Oct 26 - Oct 27
Total with taxes and fees
Condo On The Beach - Heated Pool - Self Check-in
A beach with clear blue water, a sandy shore, and a few people.

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.
$404 nightly
The price is $446
Sep 27 - Sep 28
Total with taxes and fees
2/2 Penthouse, Clearwater Beach, 801 Avalon!
A modern kitchen with white cabinets, a large island with bar stools, stainless steel appliances, and pendant lighting.

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.
$370 nightly
The price is $415
Sep 28 - Sep 29
Total with taxes and fees
Downtown Dunedin Walking District
A covered porch with a wooden ceiling, a bench, a potted plant, and a surfboard leaning against the wall.

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
$328 nightly
The price is $370
Sep 27 - Sep 28
Total with taxes and fees
BeachTrail Lodging
A water park with slides and a pool area.

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.
$375 nightly
The price is $418
Sep 27 - Sep 28
Total with taxes and fees
Waterfront, Harbourside, Water Park, Beach, #7719
A two-story building with a blue facade, a dock with lounge chairs, and a small deck with a railing.

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
$341 nightly
The price is $382
Sep 27 - Sep 28
Total with taxes and fees
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!
A resort with a central pool, palm trees, and a view of a river.

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.
$280 nightly
The price is $312
Sep 28 - Sep 29
Total with taxes and fees
Waterfront 1/1, sleeps 6, walk to beach! #B111
A balcony with a glass table and chairs, overlooking a body of water with a distant shoreline.

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.
$215 nightly
The price is $240
Sep 27 - Sep 28
Total with taxes and fees
Amazing waterfront condominium at Boca Ciega Resort
A beach with a clear view of the ocean, a sandy beach, and palm trees.

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.
$213 nightly
The price is $238
Sep 28 - Sep 29
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A hotel with a central swimming pool surrounded by palm trees and lounge chairs, with a view of a body of water and greenery in the background.

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.
$294 nightly
The price is $329
Oct 1 - Oct 2
Total with taxes and fees
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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Top Oldsmar Hotel Reviews

Barefoot Beach Club

Barefoot Beach Club

10/10 Excellent
"Loved the location and stay Will be back"
Carter 8-night trip
Posted 1 hour ago
Barefoot Beach Club

Find out more about Oldsmar

Oldsmar Condo Rentals information

Number of reviews
1,695
Accommodation
5062 Condo Rentals
Lowest Price
$185
Highest Price
$446

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from $185 to $446 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 5062 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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