Oldsmar Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in Oldsmar

Sailport Waterfront Suites
Beach nearby, beach volleyball, fishing

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4761)
"Location, traveled here before first time with family, really enjoyed stay this time as well "
The price is P6,472
P8,392 total
includes taxes & fees
Sep 30 - Oct 1
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3352)
"Great place to stay! Close to beach , walking distance to restaurants and shops at John’s Pass."
The price is P9,972
P12,722 total
includes taxes & fees
Sep 29 - Sep 30
Sunset Vistas Two Bedroom Beachfront Suites
Mint House St. Petersburg - Downtown
Terrace/patio

Mint House St. Petersburg - Downtown

4.5 star property
9.4 out of 10, Exceptional, (672)
"The property was lovely and the staff was very hospitable and accommodating."
The price is P6,751
P7,629 total
includes taxes & fees
Sep 29 - Sep 30
Mint House St. Petersburg - Downtown
The Avalon Club
View from room

The Avalon Club

4.0 star property
9.4 out of 10, Exceptional, (463)
"Great hotel!"
The price is P10,816
P14,257 total
includes taxes & fees
Oct 28 - Oct 29
The Avalon Club
John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very Good, (240)
"Beautiful location and property, went there for my bday and loved it!"
John's Pass Hotel
Barefoot Beach Resort
In-room dining

Barefoot Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (895)
"Great place to stay "
The price is P8,083
P9,987 total
includes taxes & fees
Sep 29 - Sep 30
Barefoot Beach Resort
Provident Oceana Beachfront Suites
Sundeck

Provident Oceana Beachfront Suites

3.5 star property
9.4 out of 10, Exceptional, (598)
"The property itself was very nice as well as the staff."
The price is P11,301
P13,933 total
includes taxes & fees
Oct 5 - Oct 6
Provident Oceana Beachfront Suites
FUSION Resort Waterfront Suites
Egyptian cotton sheets, premium bedding, pillowtop beds

FUSION Resort Waterfront Suites

3.5 star property
9.2 out of 10, Wonderful, (1072)
"Great Stay."
The price is P9,987
P13,256 total
includes taxes & fees
Sep 29 - Sep 30
FUSION Resort Waterfront Suites
Shoreline Island Resort - Exclusively Adult
View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1392)
"Would definitely stay here again."
Shoreline Island Resort - Exclusively Adult
Beso Del Sol Resort
Lunch and dinner served, pool views

Beso Del Sol Resort

2.5 star property
8.6 out of 10, Excellent, (653)
"Loved the bar/restaurant with the pool"
Beso Del Sol Resort
Westwinds Waterfront Resort
Aerial view

Westwinds Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (679)
"Large very comfortable king sized bed! Great condo overall."
The price is P7,763
P17,249 total
includes taxes & fees
Oct 5 - Oct 6
Westwinds Waterfront Resort
South Beach Oceanfront Resort
Front of property - evening/night

South Beach Oceanfront Resort

3.0 star property
9.2 out of 10, Wonderful, (1105)
"Great place to stay!"
The price is P8,792
P17,594 total
includes taxes & fees
Sep 29 - Sep 30
South Beach Oceanfront Resort
Crystal Palms Beach Resort
Front of property - evening/night

Crystal Palms Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (2346)
"Great property "
The price is P7,710
P9,698 total
includes taxes & fees
Sep 29 - Sep 30
Crystal Palms Beach Resort
The Fold Hotels Indian Shores
Terrace/patio

The Fold Hotels Indian Shores

3.0 star property
9.2 out of 10, Wonderful, (922)
"Great hotel excellent staff"
The price is P6,376
P8,058 total
includes taxes & fees
Sep 29 - Sep 30
The Fold Hotels Indian Shores
Surf Beach Treasure Island Resort
View from property

Surf Beach Treasure Island Resort

3.0 star property
9.2 out of 10, Wonderful, (830)
"Place was great and super close to beach and food "
The price is P9,676
P21,271 total
includes taxes & fees
Sep 29 - Sep 30
Surf Beach Treasure Island Resort
Waterfront Resort Condo Gulf Sun Set
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Waterfront Resort Condo Gulf Sun Set

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great place"
The price is P12,412
P24,685 total
includes taxes & fees
Oct 3 - Oct 4
Waterfront Resort Condo Gulf Sun Set
Landing Tampa Westshore
BBQ/picnic area

Landing Tampa Westshore

4.5 star property
9.0 out of 10, Wonderful, (161)
"It was cool. Will stay again if ever in Tampa. "
Landing Tampa Westshore
The Adaline
Dining room

The Adaline

5.0 star property
9.6 out of 10, Exceptional, (50)
"Property was fun, on the corner. We had a great time walking around. There are excellent resturants and shopping around the area. "
The price is P8,664
P21,383 total
includes taxes & fees
Sep 29 - Sep 30
The Adaline
The Gemma by Brightwild
Living area

The Gemma by Brightwild

5.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing property"
The price is P26,702
P69,269 total
includes taxes & fees
Sep 29 - Sep 30
The Gemma by Brightwild
The BC Resort on the Water
Outdoor pool

The BC Resort on the Water

4.5 star property
7.4 out of 10, Good, (16)
"Great location, great price, great customer service"
The price is P4,884
P12,203 total
includes taxes & fees
Sep 29 - Sep 30
The BC Resort on the Water
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

Hampton Inn Tampa Downtown Channel District

Hampton Inn Tampa Downtown Channel District

10/10 Excellent
"Was a great room on the corner. Very convenient to the port. Short walk to Margaritaville!! "
Charles 1-night trip
Posted 3 hours ago
Hampton Inn Tampa Downtown Channel District

Find out more about Oldsmar

Find out more about Oldsmar

Search for holiday rentals in Oldsmar on Expedia! You can easily find your home rentals, villas, holiday apartments in Oldsmar using one of the methods below:

  • View our selection of featured holiday rentals in Oldsmar
  • Use the map to find apartments and other holiday homes in the Oldsmar neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oldsmar while they last

Look no further and take a look at our great range of rental properties in Oldsmar!

Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild: You might want to consider this vacation rental near Oldsmar, which is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 20 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Raymond James Stadium and Port of Tampa.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.