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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Oldsmar condo rentals

Iron/ironing board, travel crib, WiFi, bed sheets

King Suite-Full Kitchen• W/D • Near Airport & DTWN

King Suite-Full Kitchen• W/D • Near Airport & DTWN
Oakford Park
$257 nightly
The price is $287
Jun 1 - Jun 2
Total with taxes and fees
King Suite-Full Kitchen• W/D • Near Airport & DTWN
Beach nearby, sun loungers, beach towels

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Great location, clean and convenient place to stay!!"
United States
Jennifer M.
$227 nightly
The price is $254
May 13 - May 14
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Sun loungers, beach towels

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, (50 reviews)
"We had a great experience at this property. Everything was very clean, updated, and exactly as advertised. The location was perfect—just a few steps away from the pool—and the communication with the host was outstanding throughout our stay. This was our second time staying here, and we would definitely stay here again!"
Canada
Neil M.
$269 nightly
The price is $300
May 17 - May 18
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Beach nearby, sun loungers, beach towels

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, (101 reviews)
"Everything was covered and host went over and beyond for us."
United States
Deborah C.
$245 nightly
The price is $273
May 21 - May 22
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
1 bedroom, in-room safe, iron/ironing board, free WiFi

Mediterranean Apartment 5 min from the 🏝⛱🏖

Mediterranean Apartment 5 min from the 🏝⛱🏖
Milton Park Magnolia Heights
9.6 out of 10, Exceptional, (17 reviews)
"Everything was great. Super simple in and out process. Parking is convenient. The only negative comment I have, is that whatever cleaning product is used, the smell is very overwhelming. "
United States
Tom
$219 nightly
The price is $245
May 11 - May 12
Total with taxes and fees
Mediterranean Apartment 5 min from the 🏝⛱🏖
Beach nearby, sun loungers, beach towels

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
9.6 out of 10, Exceptional, (28 reviews)
"Once we got settled, we did enjoy our stay at the condo. The condo was clean. It was nice that we were provided dish soap, hand soap, as well as laundry soap and dishwasher tablets. "
United States
Janet W.
$292 nightly
The price is $326
May 8 - May 9
Total with taxes and fees
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches
Beach nearby, sun loungers, beach towels

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, (101 reviews)
"Lots of Fun! They think of everything you need to have a great stay."
United States
Josh
$248 nightly
The price is $286
May 19 - May 20
Total with taxes and fees
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Beach nearby

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, (22 reviews)
"Really enjoyed our stay. Loved the central location. Easy access to the beach, dining, entertainment, and driving around. The condo was nicely redone and a quiet area. We would definitely stay here again."
United States
Crystal S.
$253 nightly
The price is $282
May 11 - May 12
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
Sun loungers, beach towels

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, (86 reviews)
"Beautiful stay. Nice location, clean condo. "
United States
Sami A.
$350 nightly
The price is $390
May 14 - May 15
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Beach nearby

Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (74 reviews)
"Perfect. The place was fantastic"
United States
David W.
$230 nightly
The price is $258
May 10 - May 11
Total with taxes and fees
Direct water view from Balcony-Pool
TV

Renovated Beachfront Condo W/Pool

Renovated Beachfront Condo W/Pool
Belleair Beach
9.6 out of 10, Exceptional, (125 reviews)
"Great view of the beach and pet friendly. Very nice condo. Would definitely stay there again."
United States
Douglas J.
$395 nightly
The price is $441
May 10 - May 11
Total with taxes and fees
Renovated Beachfront Condo W/Pool
A heated pool

Waterfront, Harbourside, Water Park, Beach, #7719

Waterfront, Harbourside, Water Park, Beach, #7719
Indian Rocks Beach
9.8 out of 10, Exceptional, (126 reviews)
"Great family condo! Lots of space and lots to do."
United States
Melissa
$418 nightly
The price is $464
May 11 - May 12
Total with taxes and fees
Waterfront, Harbourside, Water Park, Beach, #7719
Beach nearby

Waterfront 2/2 Condo on Treasure Island, 404E

Waterfront 2/2 Condo on Treasure Island, 404E
Treasure Island
9.8 out of 10, Exceptional, (14 reviews)
"The room was very clean and well maintained. Reception staff friendly and helpful. Enjoyed our stay. "
United States
Valerie
$386 nightly
The price is $428
May 11 - May 12
Total with taxes and fees
Waterfront 2/2 Condo on Treasure Island, 404E
Beach

Walk to Everything Downtown! EAT-SHOP-PLAY!

Walk to Everything Downtown! EAT-SHOP-PLAY!
Downtown St. Petersburg
10.0 out of 10, Exceptional, (20 reviews)
"Sharon was great, the location of the property was perfect! The condo was cozy and perfect for our needs. Will definitely stay here again!"
United States
Victoria M.
$241 nightly
The price is $269
May 11 - May 12
Total with taxes and fees
Walk to Everything Downtown! EAT-SHOP-PLAY!
Outdoor dining

Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (144 reviews)
"Nice place to relax with a view"
United States
David P.
$223 nightly
The price is $248
May 11 - May 12
Total with taxes and fees
Amazing waterfront condominium at Boca Ciega Resort
Interior

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.6 out of 10, Exceptional, (24 reviews)
"Clean/Attentive Host/Great Location"
United States
Stephanie L.
$236 nightly
The price is $263
May 10 - May 11
Total with taxes and fees
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Pool

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

Condo On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.6 out of 10, Exceptional, (10 reviews)
"Nice beach!!!"
United States
Debbie
$314 nightly
The price is $350
May 26 - May 27
Total with taxes and fees
Condo On The Beach - Heated Pool - Self Check-in
A heated pool

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, (51 reviews)
"Great location close to beach, restaurants and activities."
United States
James D.
$333 nightly
The price is $369
May 26 - May 27
Total with taxes and fees
Waterfront 1/1, sleeps 6, walk to beach! #B111
Interior

Beachfront Studio in Treasure Island

Beachfront Studio in Treasure Island
Treasure Island
9.4 out of 10, Exceptional, (14 reviews)
"It was a pleasure staying, great location, quick to everything we needed during our stay."
United States
Nancy H.
$382 nightly
The price is $429
May 10 - May 11
Total with taxes and fees
Beachfront Studio in Treasure Island
Beach

Sandy Shores 307 2 BR Condo on the Beach

Sandy Shores 307 2 BR Condo on the Beach
Madeira Beach
8.2 out of 10, Very Good, (25 reviews)
"Apartment was very clean,partial beach view nice pool "
United States
joseph k.
$375 nightly
The price is $418
May 13 - May 14
Total with taxes and fees
Sandy Shores 307 2 BR Condo on the 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

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"Loved this hotel. So close to beach and shops. Restaurant/bar was great. Pool and hot tub great. Room was perfect. Had built in bunk bunk beds for kids. Highly recommend. "
Theresa 2-night trip
Posted 2 hours ago
ChartHouse Clearwater Beach Marina Hotel

Find out more about Oldsmar

Oldsmar Condo Rentals information

Number of reviews
1,051
Accommodation
5107 Condo Rentals
Lowest Price
$245
Highest Price
$464

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from $245 to $464 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 5107 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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