Compare Oldsmar Villas

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Featured Villas in Oldsmar

#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater

#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater

$1,033 nightly
The price is $1,142 total per night
$1,142 total
Oct 13 - Oct 14
Total with taxes and fees
Guests staying at this villa enjoy access to a water park, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH

CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

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

At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
7 BR Heated Pool, Game Room, Theater, Sleeps 25

7 BR Heated Pool, Game Room, Theater, Sleeps 25

This vacation home offers a water park, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Kitchen
#1 Rated Mansion · Heated Saltwater Pool/Spa, Theater, Peloton Gym, Game Room

#1 Rated Mansion · Heated Saltwater Pool/Spa, Theater, Peloton Gym, Game Room

$579 nightly
The price is $641 total per night
$641 total
Nov 3 - Nov 4
Total with taxes and fees
Guests staying at this villa enjoy access to a water park, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
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

$360 nightly
The price is $398 total per night
$398 total
Oct 8 - Oct 9
Total with taxes and fees
Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Kitchen
Bikes, Beaches and Quaint Floridian Downtowns

Bikes, Beaches and Quaint Floridian Downtowns

Guests of this villa enjoy features like a water park and laundry facilities.
Kitchen
Washer
The Salty Pelican on the Pinellas Trail

The Salty Pelican on the Pinellas Trail

At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Charming 2-bedroom villa in Seminole with pool, WiFi and AC

Charming 2-bedroom villa in Seminole with pool, WiFi and AC

This villa features an outdoor pool and laundry facilities.
Pool
Kitchen
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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.

Hotel Options in Oldsmar

    Hilton Clearwater Beach Resort & Spa

    Hilton Clearwater Beach Resort & Spa

    400 Mandalay Ave, Clearwater Beach, FL
    $221 nightly
    The price is $250 total per night from Oct 14 to Oct 15
    $250 total
    Oct 14 - Oct 15
    Total with taxes and fees
    8/10 Very Good! (2,216 reviews)
    Hotel Tampa Riverwalk

    Hotel Tampa Riverwalk

    200 N Ashley Dr, Tampa, FL
    $142 nightly
    The price is $162 total per night from Oct 20 to Oct 21
    $162 total
    Oct 20 - Oct 21
    Total with taxes and fees
    6.8/10 (1,671 reviews)
    Hilton St. Petersburg Bayfront

    Hilton St. Petersburg Bayfront

    333 1st St S, St. Petersburg, FL
    $107 nightly
    The price is $121 total per night from Oct 12 to Oct 13
    $121 total
    Oct 12 - Oct 13
    Total with taxes and fees
    7.8/10 Good! (1,007 reviews)

Luxury Villas

Book luxury villas in Oldsmar
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Oldsmar. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Oldsmar, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Oldsmar
You won’t have a problem finding your own space in Oldsmar. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Oldsmar on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Oldsmar rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Oldsmar Villas essential information

Accommodation
146 Villas
Lowest Price
$121
Highest Price
$1,142
Popular accommodation
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater, CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH, Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!, 7 BR Heated Pool, Game Room, Theater, Sleeps 25, #1 Rated Mansion · Heated Saltwater Pool/Spa, Theater, Peloton Gym, Game Room, Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey, Bikes, Beaches and Quaint Floridian Downtowns, The Salty Pelican on the Pinellas Trail, Charming 2-bedroom villa in Seminole with pool, WiFi and AC

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