Search Condos Rentals in Oldsmar from CA $187

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Browse Select Oldsmar Condo Rentals

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!"
The price is CA $263
CA $325 total
includes taxes & fees
Jul 2 - Jul 3
Provident Oceana Beachfront Suites

New Beachfront Property in Exclusive Resort

9.6 out of 10, Exceptional, (183)
"Loved the updated room, and proximity to beach!"
The price is CA $197
CA $609 total
includes taxes & fees
Jul 13 - Jul 14
New Beachfront Property in Exclusive Resort

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (671)
"Loved our stay!!! "
Westwinds Waterfront Resort

Chic Modern Condo Hotel Suite on the Beach

9.8 out of 10, Exceptional, (140)
"Great location. Right on the beach and in a bit more quite location "
The price is CA $215
CA $608 total
includes taxes & fees
Jul 2 - Jul 3
Chic Modern Condo Hotel Suite on the Beach

Villa Madeira 303 beautiful 3br condo directly on the beach stunning gulf views!

9.8 out of 10, Exceptional, (93)
"We loved our stay at this ocean front condo very peaceful and relaxing. Close to all amenities in the area highly recommended."
Villa Madeira 303 beautiful 3br condo directly on the beach stunning gulf views!

2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

9.2 out of 10, Wonderful, (224)
"Great time! "
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

10.0 out of 10, Exceptional, (144)
"The unit was clean with a great view of the ocean. Conveniently located with access to good restaurants. Boardwalk Cafe had amazing Grouper bites, lobster roll, and shrimp po-boy. "
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (157)
"We loved our stay here. The pool and hottub were great and the location was good. "
The price is CA $187
CA $598 total
includes taxes & fees
Jul 13 - Jul 14
New Tropical Resort Living on the Beach

Newly Renovated 2-Bed, 2-Bath Condo on Indian Shore Beach! Read Description!!

10.0 out of 10, Exceptional, (48)
"This is a wonderful condo with beautiful views and terrific amenities. We loved our stay!"
Newly Renovated 2-Bed, 2-Bath Condo on Indian Shore Beach! Read Description!!

Unit 413 - Picture Perfect 4th Floor Beachfront Stateroom. Elegant Accommodations. Incredible View.

9.2 out of 10, Wonderful, (185)
"We were very pleased with the accommodations and also the communication! We would love to visit again in the future!"
Unit 413 - Picture Perfect 4th Floor Beachfront Stateroom. Elegant Accommodations. Incredible View.

Luxury Beachfront Condo with Spectacular Sunsets!

9.8 out of 10, Exceptional, (98)
"Great location everything you need is within a short distance very clean everything you’d expect from a vacation rental "
Luxury Beachfront Condo with Spectacular Sunsets!

Luxury Condo Hotel Suite on the Beach

9.6 out of 10, Exceptional, (76)
"Great location. Nice amenities and love the rooftop bar and pool."
The price is CA $192
CA $571 total
includes taxes & fees
Jun 30 - Jul 1
Luxury Condo Hotel Suite on the Beach

South Beach Condo Hotel

4.0 star property
8.6 out of 10, Excellent, (12)
"Great place to stay. Beachfront property with beautiful view. "
South Beach Condo Hotel

Breathtaking Gulf Facing Condo Hotel Suite

9.8 out of 10, Exceptional, (240)
"Our stay at the Avalon Club property was excellent. The condo was very clean, spacious and perfect for our family trip. The location was great! "
The price is CA $398
CA $841 total
includes taxes & fees
Jun 29 - Jun 30
Breathtaking Gulf Facing Condo Hotel Suite

Your Dream Getaway in Treasure Island. Heated Pool. Beachfront Tiki Bar. Hot Tub. On-site Cafe.

9.2 out of 10, Wonderful, (14)
"Fantastic location near beach, St. John's Pass, and amenities like Publix. The pool was nice, hot tub nice, all really clean. It was a great place to make a meal, read on the patio, and quick access to the beach. "
Your Dream Getaway in Treasure Island. Heated Pool. Beachfront Tiki Bar. Hot Tub. On-site Cafe.

Beach View 2 Bedroom Condo

9.4 out of 10, Exceptional, (195)
"Close to the beach and shops! Top notch."
Beach View 2 Bedroom Condo

Magnificent Gulf & Sunset Views in Belleair Beach

9.6 out of 10, Exceptional, (100)
"Great space to stretch out with a group of family/friends. Wonderful location. "
Magnificent Gulf & Sunset Views in Belleair Beach

Leave Your Worries Behind! Premier Beachfront Resort. Pools, Hot Tubs, Beachfront Tiki Bar, Cafe.

2.0 star property
9.8 out of 10, Exceptional, (12)
"Overall, nothing but a fantastic stay! Everything was described perfectly and even above and beyond with all the recommendations from the host. Will definitely be staying again! Thank you for all the great memories!"
Leave Your Worries Behind! Premier Beachfront Resort. Pools, Hot Tubs, Beachfront Tiki Bar, Cafe.

Quaint & Cozy w/Beachfront Balcony! FREE Activities! Walk to Best Local Restaurants ~ Port Holiday 6

9.2 out of 10, Wonderful, (49)
"Close to everything that you need "
Quaint & Cozy w/Beachfront Balcony! FREE Activities! Walk to Best Local Restaurants ~ Port Holiday 6

Penthouse/Beach Front/Free WiFi,Parking/Heated Pool/Gym/Grill/Bar/Beach Equipmen

9.8 out of 10, Exceptional, (254)
"Condo was very clean. The view was amazing. The hosts were extremely accomodating and reaponsive. Only a 15 minute walk to Johns Pass. The cafe staff were very nice and the food was great. Would highly recommended staying here."
The price is CA $510
CA $929 total
includes taxes & fees
Jul 6 - Jul 7
Penthouse/Beach Front/Free WiFi,Parking/Heated Pool/Gym/Grill/Bar/Beach Equipmen
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 CA $187 to CA $510 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 4793 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.