Search Villas in Oldsmar

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 149 Villas in Oldsmar with updated reviews, rates, and availability.

Come and enjoy Beachside villa suite #2 Steps from BEACH
TV

Come and enjoy Beachside villa suite #2 Steps from BEACH

9.0 out of 10, Wonderful, (31)
"Top house, nice and clean cool bar on the other side of the road. Beach reached in under a minute. Everything fine :) thanks for having us"
Come and enjoy Beachside villa suite #2 Steps from BEACH
Chestnut Villas Down Town Tampa
Luxury Villa | Private kitchen | Full-size fridge, microwave, oven, stovetop

Chestnut Villas Down Town Tampa

3.0 star property
4.8 out of 10, (38)
"What a pleasant surprise! Super spacious and well renovated and super clean!! "
Chestnut Villas Down Town Tampa
Wilderness Escape, by Breathtaking Natl Park
3 bedrooms, iron/ironing board, WiFi, bed sheets

Wilderness Escape, by Breathtaking Natl Park

8.4 out of 10, Very Good, (9)
"Very nice stay"
The price is SAR 938
SAR 1,734 total
includes taxes & fees
27 Apr - 28 Apr
Wilderness Escape, by Breathtaking Natl Park
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
A heated pool

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

10.0 out of 10, Exceptional, (8)
"It was short but great house"
#1 Tampa Waterfront Private Resort, 13BR Sleeps 40+, Heated Pool, Theater
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (31)
"Lovely, clean home with everything you need to have a fun vacation! And Claudia is a terrific host- responsive and informative! Would definitely book again."
The price is SAR 747
SAR 1,494 total
includes taxes & fees
28 Apr - 29 Apr
Quite Paradise near Gulf of Mexico, Salt/Heated pool!!!!!,Port Richey
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Terrace/patio

Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING

9.8 out of 10, Exceptional, (19)
"Great place for large groups to stay. Overall size and layout of the property allows for easy large group gatherings. The house is fully stocked with multiple kitchens, living rooms and laundry areas. The house is walkable to the beach across the street as well as several bars and restaurants. "
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Waterfront-6 BR-Heated Pool-Game Room-Fire Pit
Terrace/patio

Waterfront-6 BR-Heated Pool-Game Room-Fire Pit

9.4 out of 10, Exceptional, (12)
"Overall really enjoyed our stay"
The price is SAR 2,860
SAR 4,831 total
includes taxes & fees
23 May - 24 May
Waterfront-6 BR-Heated Pool-Game Room-Fire Pit
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access
Outdoor pool, a heated pool

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

9.4 out of 10, Exceptional, (8)
"Everything was excellent! Would Highly recommend!k"
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access
The Villa at Harbor House
Fridge, microwave, oven, stovetop

The Villa at Harbor House

10.0 out of 10, Exceptional, (169)
"It was perfect for us, very clean and comfortable. The host Christine was very friendly and welcoming we look forward to staying here again. "
The Villa at Harbor House
Clean, Bright New Beach Villa
Terrace/patio

Clean, Bright New Beach Villa

9.4 out of 10, Exceptional, (63)
"Multiple access points to the beach across the street. Restaurants within walking distance. Quick to respond and fix any issues."
The price is SAR 611
SAR 1,463 total
includes taxes & fees
3 May - 4 May
Clean, Bright New Beach Villa
Blue Water Beach Rental #6 A little slice of beach paradise
Property grounds

Blue Water Beach Rental #6 A little slice of beach paradise

7.8 out of 10, Good, (13)
"Could not ask for a better location, between the beach and all the great places to eat, all within walking distance"
The price is SAR 587
SAR 1,331 total
includes taxes & fees
28 Apr - 29 Apr
Blue Water Beach Rental #6 A little slice of beach paradise
Waterfront Heated Pool, Sleeps 20 - 4plex
A heated pool

Waterfront Heated Pool, Sleeps 20 - 4plex

10.0 out of 10, Exceptional, (10)
"Great property with all amenities. Very nice layout that allows for large groups but also provides for privacy for each family. Love the pool, accessibility to the beach. Will definitely stay again."
Waterfront Heated Pool, Sleeps 20 - 4plex
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Fridge, microwave, oven, stovetop

Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly

9.2 out of 10, Wonderful, (58)
"Great stay, very clean and updated beach cottage great location"
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool
A heated pool

Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool

9.0 out of 10, Wonderful, (78)
"Stayed at this rental on a long vacation with my boys. It is a large three bedroom space with all of the amenities you can need. Within walking distance of good food, too.The beach access is amazing. The pool is heated and clean as well.Would stay here again."
The price is SAR 2,363
SAR 4,122 total
includes taxes & fees
5 May - 6 May
Beachfront 3 Bedroom 2 Bath Penthouse Indian Shores Florida With A Pool
New decorate house w 4 bedrooms
Fridge, microwave, oven, stovetop

New decorate house w 4 bedrooms

2.0 star property
5.0 out of 10, (2)
"We arrived and instructions were good. We got into house looked around and found the pool was very green and not swimmable. Was disappointed in this. Sent a message but it was not addressed. "
New decorate house w 4 bedrooms
Room in Studio - Villa La Esperanza 1
Room, 1 Bedroom, Accessible, Smoking | Exterior

Room in Studio - Villa La Esperanza 1

3.0 star property
Room in Studio - Villa La Esperanza 1
Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach
Property grounds

Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach

9.0 out of 10, Wonderful, (6)
"Place was great, central location to so many things. Owners were great to work with. Place smelled great and was super clean. It was like being at home!"
Madeira Beach Villas #8 Luxury 2br/2ba 4 min to the white sands of Madeira Beach
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!
Outdoor pool

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

10.0 out of 10, Exceptional, (69)
"We enjoyed our stay, great location."
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!
Flamingle in Palm Harbor
Fridge, microwave, oven, stovetop

Flamingle in Palm Harbor

9.8 out of 10, Exceptional, (17)
"Nice accommodation with great access to Bike trail and restaurants. Will definitely stay here again!"
Flamingle in Palm Harbor
Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access
Pool

Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access

6.0 out of 10, (2)
"This location is central and thus, very convenient to the beach, the airport, and my son’s. The space is spacious and very clean. I will look for this location again for my next visit! "
Charming 2-bedroom villa in East Lake Woodlands with AC, WiFi and pool access
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.
Don't see what you're looking for?
See all available properties in Oldsmar
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oldsmar

Sailport Waterfront Suites
Exterior

Sailport Waterfront Suites

3.5 star property
8.4 out of 10, Very Good, (4484)
"Relaxing, great view. Yummy eatery by the pool."
The price is SAR 463
SAR 588 total
includes taxes & fees
18 May - 19 May
Sailport Waterfront Suites
Sunset Vistas Two Bedroom Beachfront Suites
Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

3.5 star property
8.8 out of 10, Excellent, (3193)
"Loves the amenities and closeness to the beach, the condo was stocked with everything we needed Would definitely stay again"
The price is SAR 703
SAR 888 total
includes taxes & fees
21 May - 22 May
Sunset Vistas Two Bedroom Beachfront Suites
Chase Suite Hotel Rocky Point Tampa
Front of property

Chase Suite Hotel Rocky Point Tampa

3.0 star property
7.6 out of 10, Good, (4918)
"Great stay"
The price is SAR 495
SAR 557 total
includes taxes & fees
27 Apr - 28 Apr
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.

Frequently asked questions

How much do villas in Oldsmar cost?
Villas in Oldsmar cost between SAR 587 and SAR 2,580 per night. These getaways offer the privacy of your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Oldsmar?
Use up your vacation days and pick from 149 villas in Oldsmar. For a vacation with the family, a romantic break and everything in between, Expedia can help you find the perfect place in a few easy clicks.
Why book your villa in Oldsmar with Expedia?
Booking a villa in Oldsmar is as easy as deciding on your travel dates and choosing a place that satisfies your needs. Searching for something inexpensive or upscale, or a stay that also features WiFi and a hot tub? Use Expedia’s search filters to narrow your results and find your ideal pad.