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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 4793 Condo Rentals in Oldsmar with updated reviews, rates, and availability.

Provident Oceana Beachfront Suites
Terrace/patio

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (548)
"Great place to stay. Very clean and the staff is so friendly!"
The price is $231
includes taxes & fees
$206 per night
May 12 - May 13
Provident Oceana Beachfront Suites
New Beachfront Property in Exclusive Resort
Terrace/patio

New Beachfront Property in Exclusive Resort

9.8 out of 10, Exceptional, (153)
"The room was nice and the pictures do look the same online. However, online only shows 1 view of each room, and you don't notice that there are no dressers in the bedrooms and each night stand only has 1 small drawer. The closets only have the wire rack shelving in them so the only drawers in the entire condo are in the tv stand in the living room. Without any type of dressers, there are no places to set things on- like wallets, jewelry, etc. I have never seen any place like it. Also, the master...
The price is $489
includes taxes & fees
$460 per night
May 5 - May 6
New Beachfront Property in Exclusive Resort
Westwinds Waterfront Resort
Dock

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (663)
"Property was great. Perfect location to the beach."
The price is $398
includes taxes & fees
$352 per night
May 8 - May 9
Westwinds Waterfront Resort
New Tropical Resort Living on the Beach
Terrace/patio

New Tropical Resort Living on the Beach

9.8 out of 10, Exceptional, (138)
"Great room- super clean and well maintained. The location was perfect and pool was fantastic. Would definitely stay here again!"
The price is $480
includes taxes & fees
$451 per night
May 4 - May 5
New Tropical Resort Living on the Beach
Breathtaking Gulf Facing Condo Hotel Suite
Beach

Breathtaking Gulf Facing Condo Hotel Suite

10.0 out of 10, Exceptional, (221)
"The Avalon beachfront condo was a perfect choice for us. 6 adults and 2 little ones. Very clean, staff is super nice, and great location. Easy walk to the beach. Avalon provides beach chairs towels and umbrellas. They also have beach toys, nice pool but not very big. Overall an excellent choice. 15 minute walk to Pier 60"
The price is $654
includes taxes & fees
$608 per night
May 4 - May 5
Breathtaking Gulf Facing Condo Hotel Suite
Beach Front Condo at the Avalon Club
Beach

Beach Front Condo at the Avalon Club

9.8 out of 10, Exceptional, (117)
"The condo was very clean and spacious. However the listing of being beach front is inaccurate. Whether staying on the top flora or lower floors there are 2 houses in front of it. Very disappointed."
The price is $616
includes taxes & fees
$574 per night
May 5 - May 6
Beach Front Condo at the Avalon Club
Spacious Gulf View Condo Hotel Suite
Beach towels

Spacious Gulf View Condo Hotel Suite

10.0 out of 10, Exceptional, (75)
"We had a wonderful quick stay at this property. It was clean, spacious and true to the description. It was great having a bathroom in each bedroom, the ocean view was amazing and it was just a short 5 minute walk to shops, restaurants and the pier. The pool is small but the view from the pool deck is perfect and everything was so convenient. We are looking to stay here again! "
The price is $680
includes taxes & fees
$631 per night
May 6 - May 7
Spacious Gulf View Condo Hotel Suite
Luxury Condo Hotel Suite on the Beach
Beach

Luxury Condo Hotel Suite on the Beach

9.6 out of 10, Exceptional, (70)
"We enjoyed our stay at this hotel. Room was as expected, and staff were very nice. "
The price is $463
includes taxes & fees
$435 per night
May 5 - May 6
Luxury Condo Hotel Suite on the Beach
Gulf View Condo Hotel Suite on the Beach
Beach

Gulf View Condo Hotel Suite on the Beach

9.6 out of 10, Exceptional, (71)
"This is our 2nd stay at the Avalon and we would highly recommend it for families. The condos are spacious and have all of the amenities you would ever need. Great location on the beach and a short walk to all of the bars/restaurants, pier 60 and more attractions. "
The price is $475
includes taxes & fees
$445 per night
May 13 - May 14
Gulf View Condo Hotel Suite on the Beach
Chateaux #406 Charming Beachfront Retreat with spectacular views!
Interior

Chateaux #406 Charming Beachfront Retreat with spectacular views!

10.0 out of 10, Exceptional, (77)
"The balcony was an amazing space with a comfy couch, pub table, and stunning view of the ocean. The property was clean and well equipped for a one week stay!"
Chateaux #406 Charming Beachfront Retreat with spectacular views!
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Property grounds

PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi

9.0 out of 10, Wonderful, (34)
"If you’re looking for a relaxing vacation, this is the place for you. Plenty of good restaurants and the best part is you are less than a two minute walk to the beach. Your host, Doc, is a pleasure to work with and accommodating."
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
New! Condo in exclusive Avalon Club
Beach

New! Condo in exclusive Avalon Club

9.8 out of 10, Exceptional, (112)
"Nice place, walk to beach, clean, friendly"
The price is $517
includes taxes & fees
$484 per night
May 4 - May 5
New! Condo in exclusive Avalon Club
Easy Walk to Beach! Completely Updated! ~ Pool, FREE Parking, FREE Activities! ~ 113 Pelican Pointe
Beach nearby

Easy Walk to Beach! Completely Updated! ~ Pool, FREE Parking, FREE Activities! ~ 113 Pelican Pointe

9.4 out of 10, Exceptional, (60)
"We really enjoyed our stay at the condo- it was clean, well-equipped, and a very convenient location. The only downside was the 3 temperature/humidity control units in the condo... I found them pretty noisy and they would wake me up when they switched on and off automatically. I could find no way to shut them off. "
Easy Walk to Beach! Completely Updated! ~ Pool, FREE Parking, FREE Activities! ~ 113 Pelican Pointe
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
A heated pool

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

9.2 out of 10, Wonderful, (217)
"Beach and weather was perfect!! Convenient location for food and shopping!"
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
Chic Modern Condo Hotel Suite on the Beach
Beach

Chic Modern Condo Hotel Suite on the Beach

9.8 out of 10, Exceptional, (128)
"Fabulous time at the Beach to meet up with family. Kitchen was well stocked to prepare brunch. Washer and dryer are always a must and proximity to the beach is fantastic. We took full advantage of the chairs and umbrellas and bocce!"
The price is $486
includes taxes & fees
$456 per night
May 4 - May 5
Chic Modern Condo Hotel Suite on the Beach
2/2 on Beach, sleeps 6, Beach View, 507N Sunset
A heated pool

2/2 on Beach, sleeps 6, Beach View, 507N Sunset

9.8 out of 10, Exceptional, (45)
"The condo was very clean, beds were comfortable and had everything we needed. The view from the balcony was beautiful and relaxing. We loved going to John's Pass Village (1/2 mile down the road) for dinner almost every night. We saw multiple dolphins while eating outside on the boardwalk at Sculley's. We would definitely stay here again."
The price is $502
includes taxes & fees
$452 per night
May 6 - May 7
2/2 on Beach, sleeps 6, Beach View, 507N Sunset
Beach front condo with balcony
On the beach

Beach front condo with balcony

9.6 out of 10, Exceptional, (75)
"My sister and I stayed on 4th floor. It was quiet, easy to get to with the elevator. The room was litterally 1 room, but the view was fantastic, nice small balcony. Small kitchen, but it is new. It had everything you needed. The pool was always clean, the bar was near the pool, the beach was nice clean, the chairs and umbrellas were always available. "
Beach front condo with balcony
Voyager Beach Club
View from room

Voyager Beach Club

2.5 star property
8.8 out of 10, Excellent, (96)
"Nice stay. Friendly staff. Right on beach. Great view"
Voyager Beach Club
Las Brisas #504 - Spacious Gulf-Front 3-Bedroom Condo
Aerial view

Las Brisas #504 - Spacious Gulf-Front 3-Bedroom Condo

10.0 out of 10, Exceptional, (4)
"The unit was clean, spacious and had everything we needed. The location and view was fantastic and our whole family enjoyed endless hours at the beach. Resturants and the grocery store is close by and easy to get to. "
The price is $611
includes taxes & fees
$548 per night
May 14 - May 15
Las Brisas #504 - Spacious Gulf-Front 3-Bedroom Condo
Amazing Location in the Heart of Indian Rocks Beach just Steps to the Sand!
Beach nearby, sun loungers, beach towels

Amazing Location in the Heart of Indian Rocks Beach just Steps to the Sand!

9.8 out of 10, Exceptional, (156)
"We love IRB and this was a great unit to stay in. Easy, quick walk to the beach. Kooky Coconut is a short walk away. The balcony is great. IRB is so chill and we love it. This unit will be on our short list to return."
Amazing Location in the Heart of Indian Rocks Beach just Steps to the Sand!
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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Other property types in Oldsmar

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4492)
"Great location, great views. Good food and family friendly pool."
The price is $167
includes taxes & fees
$150 per night
May 22 - May 23
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3197)
"We had family down from Canada and decided to treat them to a night at the beach. We stayed in one of the suites facing the gulf. It was great! Rooms were clean and comfortable. There was construction going on but it didn’t ruin our time at all. The access to the beach was really convenient. We will be back. "
The price is $241
includes taxes & fees
$216 per night
May 19 - May 20
Sunset Vistas Two Bedroom Beachfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4921)
"The location was great! Clean and ordered adequate breakfast. Old building."
The price is $149
includes taxes & fees
$132 per night
May 1 - May 2
Chase Suite Hotel Rocky Point Tampa
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.

Frequently asked questions

How much do condos in Oldsmar cost?
You’ll pay from $231 to $680 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.