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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 4566 Vacation Homes in Oldsmar with updated reviews, rates, and availability.

House with unique style 3/2 Near Raymond Stadium
Room

House with unique style 3/2 Near Raymond Stadium

8.4 out of 10, Very Good, (34)
"Interior was clean enough with a few exceptions. The exterior needs some TLC, basic regular maintenance would go a long way."
The price is AED 441
AED 944 total
includes taxes & fees
17 Mar - 18 Mar
House with unique style 3/2 Near Raymond Stadium
The Gemma by Brightwild
Private pool

The Gemma by Brightwild

4.5 star property
10.0 out of 10, Exceptional, (1)
The price is AED 3,614
AED 6,160 total
includes taxes & fees
26 Feb - 27 Feb
The Gemma by Brightwild
Charming Centrally Located, 3 bedroom house!
Exterior

Charming Centrally Located, 3 bedroom house!

9.8 out of 10, Exceptional, (8)
"Cute, clean house. Has everything needed for a stay. "
The price is AED 422
AED 1,216 total
includes taxes & fees
24 Feb - 25 Feb
Charming Centrally Located, 3 bedroom house!
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.
Exterior

Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.

9.8 out of 10, Exceptional, (50)
"It was clean convenient in close to the Port. It worked great for what we needed it for and enjoyed our stay."
The price is AED 404
AED 952 total
includes taxes & fees
16 Mar - 17 Mar
Rockin' home near Hard Rock, Fairgrounds, and MidFlorida Amphitheater.
Beautiful suite with separate entrance.
Room

Beautiful suite with separate entrance.

10.0 out of 10, Exceptional, (13)
"The place was nice, clean and comfortable. Would stay here again."
The price is AED 220
AED 485 total
includes taxes & fees
25 Feb - 26 Feb
Beautiful suite with separate entrance.
Golden Greek Getaway - 2 / 1 in Heart of Tampa
entry way

Golden Greek Getaway - 2 / 1 in Heart of Tampa

9.0 out of 10, Wonderful, (35)
"Excellent. Will stay again."
The price is AED 364
AED 781 total
includes taxes & fees
4 Mar - 5 Mar
Golden Greek Getaway - 2 / 1 in Heart of Tampa
The Dorothy House, Indian Rocks
Pool

The Dorothy House, Indian Rocks

9.2 out of 10, Wonderful, (9)
"Responsive owners, Spacious house, Great location.Definitely will book here again. Thank you!"
The price is AED 841
AED 1,531 total
includes taxes & fees
18 Feb - 19 Feb
The Dorothy House, Indian Rocks
Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!
Paradise Retreat

Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!

10.0 out of 10, Exceptional, (92)
"We enjoyed our stay. The tropical retreat in Palm Harbor was the perfect size for two families or four. We enjoyed the pool and hot tub. The backyard was fun and spacious."
Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
View from the Living Room of the Gulf of Mexico & white sands of Madeira Beach.

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (220)
"I met up with two friends to enjoy a beach trip, and the location cannot be beat! A few steps from the beach, plenty of supplies, a few blocks from the commercial district with restaurants and shops. Bob was attentive and helpful as a host. We had a great stay and slept well in the beds! As an adult I slept on one of the bunk beds and it was very comfortable!"
The price is AED 551
AED 1,559 total
includes taxes & fees
11 Mar - 12 Mar
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Beach Side Cottage 20 / Walk to the beach!

Beach Side Cottage 20 / Walk to the beach!

10.0 out of 10, Exceptional, (15)
"The cottage was just as described in the online write up and photos. Very clean with lots of nice amenities and truly only steps away from the beach. I will definitely come back again when I can!"
The price is AED 669
AED 1,372 total
includes taxes & fees
21 Feb - 22 Feb
Beach Side Cottage 20 / Walk to the beach!
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
The resort is located directly on the soft sands of Clearwater Beach.

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

10.0 out of 10, Exceptional, (250)
"Accommodations were amazing!"
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach
Exterior

Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach

10.0 out of 10, Exceptional, (174)
"This was a great place to stay. Everything was clean and in order. Communication with the host was excellent. We especially liked the beach access just a couple blocks away and the pool."
Comfortable Beach Cottage w/Pool & Awesome Backyard, just steps to Beach
Newly remodeled! Super Clean, Great location, Family Size, 7 mins Raymond James
Private kitchen

Newly remodeled! Super Clean, Great location, Family Size, 7 mins Raymond James

10.0 out of 10, Exceptional, (26)
"Absolutely loved my stay! The host was very responsive and great to work with! I loved this house and was spacious!! I have found my go too Tampa spot :) "
Newly remodeled! Super Clean, Great location, Family Size, 7 mins Raymond James
Totally remodeled home in the heart of Tampa!
Living area

Totally remodeled home in the heart of Tampa!

9.0 out of 10, Wonderful, (16)
"Lovely place, very close to airport & well equipped with everything needed for a stay. Excellent amenities & lovely living room area. Bigger than it looks in photos. Excellent communication and easy check in & out. Only wish we could have stayed longer! Thank uou."
The price is AED 459
AED 797 total
includes taxes & fees
18 Feb - 19 Feb
Totally remodeled home in the heart of Tampa!
THE PRICE IS RIGHT! NO DOG FEE Back yard fenced Laundry room Smart TV deck GRILL
osprey and babies

THE PRICE IS RIGHT! NO DOG FEE Back yard fenced Laundry room Smart TV deck GRILL

9.6 out of 10, Exceptional, (218)
"This is a spacious property in a quiet and attractive residential area. It has everything you need for a short stay but could do with significant refurbishment. The furnishings and decor probably date from the 80s and a number of windows don't open"
THE PRICE IS RIGHT! NO DOG FEE Back yard fenced Laundry room Smart TV deck GRILL
2BR Cottage In Heart of Tampa's Trendy Urban Core
Living area

2BR Cottage In Heart of Tampa's Trendy Urban Core

7.8 out of 10, Good, (47)
"Perfect place for what I needed. "
The price is AED 261
AED 718 total
includes taxes & fees
25 Feb - 26 Feb
2BR Cottage In Heart of Tampa's Trendy Urban Core
Bush Gardens, USF, Hard Rock group stay!
Dining

Bush Gardens, USF, Hard Rock group stay!

8.8 out of 10, Excellent, (9)
"2 night stay to visit Busch gardens - great location shops and restaurants close by.Really spacious rooms, well equipped kitchen and bathrooms.Easy check in and out Handy little info pack insideReally nicely decorated felt homely.Only thing that was slight negative was place needs a little tlc in some areas"
The price is AED 404
AED 1,237 total
includes taxes & fees
24 Feb - 25 Feb
Bush Gardens, USF, Hard Rock group stay!
Coastal home with pool, lanai, patio, & fireplace

Coastal home with pool, lanai, patio, & fireplace

10.0 out of 10, Exceptional, (6)
"Beautiful home in a quiet neighborhood. Our granddaughter loved the pool. "
Coastal home with pool, lanai, patio, & fireplace
Newly Renovated Studio for 2! Great Location in Tampa, FL
Room

Newly Renovated Studio for 2! Great Location in Tampa, FL

8.4 out of 10, Very Good, (5)
"Nice studio unit. Very clean with comfortable bed. Easy to get to with off-street parking.Nice large TV with streaming available. No cable so we couldn’t watch the NFL playoffs :-(Only negative we found was that the water pressure was low in shower. Overall, really nice place!"
The price is AED 390
AED 1,037 total
includes taxes & fees
18 Feb - 19 Feb
Newly Renovated Studio for 2! Great Location in Tampa, FL
Luxury Home 7PPL / Airport / Busch Gardens
Private kitchen

Luxury Home 7PPL / Airport / Busch Gardens

9.6 out of 10, Exceptional, (14)
"Location was perfect for our needs. House was clean and ready when we got there. "
Luxury Home 7PPL / Airport / Busch Gardens
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
Exterior

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4393)
"I've stayed here before and overall, it's not a bad place for the price. People live here so the smell of strong food and garlic is usually pretty prominent, but overall, I like it. They still have a lot of damage from the recent storms, so they have a lot of work to do to get it back tothe way it was.."
The price is AED 775
AED 938 total
includes taxes & fees
24 Feb - 25 Feb
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
Living area

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3150)
"I understand the recovery form the huracane, but sitll tey should be paing more attention to details."
The price is AED 1,260
AED 1,516 total
includes taxes & fees
18 Feb - 19 Feb
Sunset Vistas Two Bedroom Beachfront Suites
Chase Suite Hotel Rocky Point Tampa
Exterior

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4795)
"Property was old but the staff was great. Would definitely stay here again"
The price is AED 650
AED 731 total
includes taxes & fees
18 Feb - 19 Feb
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.