Oldsmar Villas

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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.
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
$506 nightly
The price is $564 total per night
$564 total
Dec 18 - Dec 19
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.
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 Seminole City Center.
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.
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.
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.
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.
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.
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
$327 nightly
The price is $361 total per night
$361 total
Dec 18 - Dec 19
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.
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.
Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park

Tampa FL
$325 nightly
The price is $364 total per night
$364 total
Jan 12 - Jan 13, 2026
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.
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.
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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
$361
Highest Price
$564
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

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