Search Vacation Homes in Oldsmar

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In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Vacation Homes in Oldsmar

Clearwater Beach House - Right On The Beach
On the beach

Clearwater Beach House - Right On The Beach

9.6 out of 10, Exceptional, (115)
"Convenient to Beach and local restaurants"
Clearwater Beach House - Right On The Beach
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
On the beach

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

9.6 out of 10, Exceptional, (240)
"great spot on the beach, walk to John's pass and other restraunts!"
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Charming 3-bedroom house with pool, AC, WiFi in pleasant Tampa
Smart TV, fireplace

Charming 3-bedroom house with pool, AC, WiFi in pleasant Tampa

8.8 out of 10, Excellent, (5)
"The house was very clean and welcoming and all the amenities were there. The pool was amazing and it was in a nice quiet neighborhood. It truly was like a home away from home!! We would definitely book again "
Charming 3-bedroom house with pool, AC, WiFi in pleasant Tampa
Sunset Beach Getaway – Steps to the Beach, Walk to Restaurants, Sleeps 8!
Beach nearby, sun loungers, beach towels

Sunset Beach Getaway – Steps to the Beach, Walk to Restaurants, Sleeps 8!

9.4 out of 10, Exceptional, (85)
"Excellent location, modern and clean. Everything to make your stay comfortable. The beach is a 2 minute walk and there are tons of restaurants and shops within a short drive. "
Sunset Beach Getaway – Steps to the Beach, Walk to Restaurants, Sleeps 8!
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
Beach

Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14

10.0 out of 10, Exceptional, (97)
"Next time we visit, we will be booking again."
Tampa Bay Perfect location for a safe vacation! 5 bedrooms, ,3.5 bath ,sleeps14
Resort style pool with lazy river, grotto, and hot tub! Dog-Friendly!
Outdoor pool, a heated pool

Resort style pool with lazy river, grotto, and hot tub! Dog-Friendly!

9.8 out of 10, Exceptional, (102)
"Great place, great location. "
Resort style pool with lazy river, grotto, and hot tub! Dog-Friendly!
Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home
Fridge, microwave, oven, stovetop

Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home

9.4 out of 10, Exceptional, (33)
"As described. Would stay again. "
Fun & Cheerful - 4009 W Pearl Ave · Fun & Cheerful Mini Golf Pool Home
Fantastic Family/Friends Getaway - 6' deep Heated Pool & Spa close to Beaches!
Outdoor pool, a heated pool

Fantastic Family/Friends Getaway - 6' deep Heated Pool & Spa close to Beaches!

9.6 out of 10, Exceptional, (88)
"The house was exactly as described. Great place to stay with a private pool. Relatively close to anything and everything. Our host was amazing. Helped us out and went above and beyond to aid us."
Fantastic Family/Friends Getaway - 6' deep Heated Pool & Spa close to Beaches!
4-bedroom vacation home near Tampa Riverwalk - 6-minute drive
Outdoor dining

4-bedroom vacation home near Tampa Riverwalk - 6-minute drive

9.4 out of 10, Exceptional, (18)
"Fun place close to the airport and shopping "
4-bedroom vacation home near Tampa Riverwalk - 6-minute drive
☀️WOW☀️ UPDATED with HEATED POOL & HOT TUB HOME 5 MIN TO BEACH 3BD 2BA 2 KING BEDS
3 bedrooms, desk, iron/ironing board, travel crib

☀️WOW☀️ UPDATED with HEATED POOL & HOT TUB HOME 5 MIN TO BEACH 3BD 2BA 2 KING BEDS

10.0 out of 10, Exceptional, (87)
"We stayed for a short family vacation. The host was fantastic with keeping you informed. This property is great for family. Would highly suggest this property. Short drive to the beaches. "
The price is SAR 713
SAR 1,752 total
includes taxes & fees
9 Oct - 10 Oct
☀️WOW☀️ UPDATED with HEATED POOL & HOT TUB HOME 5 MIN TO BEACH 3BD 2BA 2 KING BEDS
Spacious Hyde Park Retreat on Packwood
Outdoor dining

Spacious Hyde Park Retreat on Packwood

2.0 star property
10.0 out of 10, Exceptional, (12)
"Overall our short stay was really enjoyable. The neighborhood is great and walkable to restaurants and shopping. There is also a dog park not to far out puppy enjoyed. "
Spacious Hyde Park Retreat on Packwood
Sunshine Bungalow in Tampa Florida - Vacation Rental
Fridge, microwave, oven, stovetop

Sunshine Bungalow in Tampa Florida - Vacation Rental

10.0 out of 10, Exceptional, (41)
"Loved this place. Would definitely stay here again. "
Sunshine Bungalow in Tampa Florida - Vacation Rental
Ocean Dream Villa | Beachfront with Private Pool
Property grounds

Ocean Dream Villa | Beachfront with Private Pool

10.0 out of 10, Exceptional, (21)
"Great location, decent house -has 11 people and all comfortable"
Ocean Dream Villa | Beachfront with Private Pool
Beachfront Duplex (North unit) with unobstructed & secluded ocean views!
On the beach, sun loungers

Beachfront Duplex (North unit) with unobstructed & secluded ocean views!

9.8 out of 10, Exceptional, (145)
"This was a very nice and convenient unit. Being pet friendly is a huge plus. Definitely would stay here again. "
Beachfront Duplex (North unit) with unobstructed & secluded ocean views!
Casa Dolphina: Private Tropical Waterfront Paradise with Sunsets & Beach Views.
Outdoor pool, a heated pool

Casa Dolphina: Private Tropical Waterfront Paradise with Sunsets & Beach Views.

10.0 out of 10, Exceptional, (366)
"We had an amazing stay! The owners are great communicators and very attentive. The house was perfect for 12 of us to feel comfortable. We loved spending most of our time enjoying the pool, decks, and sunroom area. Kayaking over to the beach was easy and a treat!"
Casa Dolphina: Private Tropical Waterfront Paradise with Sunsets & Beach Views.
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Property grounds

Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

9.8 out of 10, Exceptional, (12)
"Absolutely loved the house and the attention to every detail. The host had so many cool options available for young and older kids and mine LOVED the special gifts and snacks. We HIGHLY recommend this host and property!"
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island
Delightful and Quaint 3BR/2BA Ybor Bungalow
Interior

Delightful and Quaint 3BR/2BA Ybor Bungalow

9.0 out of 10, Wonderful, (56)
"Great stay, perfect location!!! We love Ybor!!"
Delightful and Quaint 3BR/2BA Ybor Bungalow
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
Property grounds

Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH

9.6 out of 10, Exceptional, (38)
"The home was perfect for our group. Excellent location. Easy walk to the beach. "
Stunning Bay Waterfront Home with Jacuzzi. Walk to beautiful BEACH
#3 St Joseph Home with Jacuzzi
Fridge, microwave, oven, stovetop

#3 St Joseph Home with Jacuzzi

#3 St Joseph Home with Jacuzzi
Centrally-located Beach House with direct access to a secluded beach!
On the beach, sun loungers, beach towels

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (99)
"This house was perfect if you want to spend time at the beach! Great location and easy to drive to St. Petersburg for dining and shopping. "
Centrally-located Beach House with direct access to a secluded 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

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

10/10 Excellent
"Wonderful property. Outstanding service."
Kellie 2-night trip
Posted 1 day ago
Hyatt Regency Clearwater Beach Resort & Spa

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