Oldsmar Villas

Start date: Check-in selected.
To Date
End date: Check-out

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Villas in Oldsmar

MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG

MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG

Indian Rocks Beach FL
When you stay at this villa in Indian Rocks Beach, you'll be by the ocean, within a 15-minute drive of St. Petersburg - Clearwater Beaches and Sand Key Park.
Pool
Hot Tub
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2 out of 5
Largo FL
$493 nightly
The price is $550 total per night
$550 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at this villa in Largo, you'll be on a lake, within a 10-minute drive of St. Petersburg - Clearwater Beaches and Largo Medical Center.
Pool
Kitchen
Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.

Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.

2 out of 5
Largo FL
When you stay at this villa in Seminole, you'll be within a 10-minute drive of Largo Mall and Treasure Island Fun Center.
Pool
Kitchen
The Salty Pelican on the Pinellas Trail

The Salty Pelican on the Pinellas Trail

Palm Harbor FL
With a stay at this villa in Palm Harbor (Ozona), you'll be within a 15-minute drive of Tampa Bay and Innisbrook Golf Club.
Washer
Dryer
Room in Studio - Villa La Esperanza 1

Room in Studio - Villa La Esperanza 1

3 out of 5
Tampa FL
With a stay at this villa in Tampa (Town 'n' Country), you'll be within a 10-minute drive of Tampa Bay and Raymond James Stadium.
Free WiFi
Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock.

Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock.

Treasure Island FL
With a stay at this villa in Treasure Island (Isle of Palms), you'll be within a 5-minute drive of St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk.
Pool
Kitchen
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

Treasure Island FL
With a stay at this villa in Treasure Island (Isle of Palms), you'll be within a 5-minute drive of St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk.
Pool
Kitchen
The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf

The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf

Largo FL
With a stay at this villa in Largo (Walsingham), you'll be within a 15-minute drive of St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk.
Pool
Hot Tub
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey

Port Richey FL
$324 nightly
The price is $358 total per night
$358 total
Dec 13 - Dec 14
Total with taxes and fees
A stay at this villa places you in the heart of Port Richey, within a 5-minute drive of Werner Boyce Salt Springs State Park and Gulf View Square.
Pool
Kitchen
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Tarpon Springs FL
With a stay at this villa in Tarpon Springs, you'll be on the waterfront, within a 10-minute drive of Innisbrook Golf Club and Fred Howard Park.
Pool
Kitchen
Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park

Tampa FL
$262 nightly
The price is $293 total per night
$293 total
Dec 15 - Dec 16
Total with taxes and fees
Located in Tampa (Town 'n' Country), this villa is a 4-minute walk from Tampa Bay and within a 5-minute drive of Oldsmar Flea Market.
Washer
Dryer
Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

Lutz FL
With a stay at this villa in Lutz (Paradise Lakes), you'll be within a 10-minute drive of Plantation Palms Golf Club and Tampa Premium Outlets.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Oldsmar
View all properties
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.

Oldsmar Villas essential information

Accommodation
184 Villas
Lowest Price
$293
Highest Price
$550
Popular accommodation
MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG, 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles, Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches., The Salty Pelican on the Pinellas Trail, Room in Studio - Villa La Esperanza 1, Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock. , Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!, The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf, Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey, Luxe Waterfront Home w/ Pool★Elevator★Gulf Access, Wilderness Escape, by Breathtaking Natl Park, Leithen Lodge, Your Romantic Private Scottish Baronial Castle in N.Tampa

Explore more Villas

Types of Hotels

Top 20 Oldsmar Hotels

Hotels Near Oldsmar

Top Hotel Brands

Hotels By Star Rating

Cities near Oldsmar