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Compare 131 Villas in Oldsmar with updated reviews, rates, and availability.

Chestnut Villas Down Town Tampa
Living area
Chestnut Villas Down Town Tampa
3.0 star property
5.2 out of 10, (29)
"Property was really close to the interstate, there’s also a really good Cuban cafe down the street. Home wasn’t dirty but could have used better cleaning. Shower looked dirty on the corners and also found someone’s wallet on the side of the bed, not sure how they missed that if they cleaned the room? "
The price is AED 618
AED 1,237 total
includes taxes & fees
19 Nov - 20 Nov
Chestnut Villas Down Town Tampa
Come and enjoy Beachside villa suite #2 Steps from BEACH
Our quaint beachside villa
Come and enjoy Beachside villa suite #2 Steps from BEACH
9.2 out of 10, Wonderful, (19)
"We arrived within weeks of Hurricane Helene but this locale was just right for what we needed. I planned a vacation with my elderly mom and it was perfect for us. It had beach access, located near major roads and on the main drag. We didn’t eat in, but could’ve. It was just right for us."
Come and enjoy Beachside villa suite #2 Steps from BEACH
The Villa at Harbor House
730039ba-36bc-4589-bd6a-dcf168483ea3
The Villa at Harbor House
10.0 out of 10, Exceptional, (161)
"The owners have done an amazing job at setting. up their rental properties. Anything you may think you need is probably there. We brought coffee pods and it was a coffee pot and thankfully, they had coffee and filters. I left coffee to replace what we used but, it was nice to not have to run to the store as soon as we got there. Beautifully decorated and very clean. Highly recommend!"
The Villa at Harbor House
Villa offers water view ,a private pool
Villa offers water view ,a private pool
10.0 out of 10, Exceptional, (1)
"Places is wonderful lots to do The amenities were wonderful"
Villa offers water view ,a private pool
New decorate house w 4 bedrooms
Livingroom
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
5 BR Luxury Beach Villa: Heated Pool & Games Room, Modern Design
Living area
5 BR Luxury Beach Villa: Heated Pool & Games Room, Modern Design
9.8 out of 10, Exceptional, (34)
"What a great time! Our family spent a wonderful week together in this well kept home. Colburn was very responsive and made sure our visit was perfect. I highly recommend this home for your future stay!"
5 BR Luxury Beach Villa: Heated Pool & Games Room, Modern Design
Villa Italia "Villas by Christine"
Soggiorno (Living room) (1)
Villa Italia "Villas by Christine"
10.0 out of 10, Exceptional, (110)
"This place is terrific, this was my 3rd stay and wont be the last. Christine the host is the best ! and very accommodating. Excellent location ! "
Villa Italia "Villas by Christine"
Luxury Cristiano Manor 8BR w Pool - 20 Guests
Exterior
Luxury Cristiano Manor 8BR w Pool - 20 Guests
9.6 out of 10, Exceptional, (8)
"We had 20 from 7 different families and states joining together for a family reunion / birthday celebration. We loved the amount of space and bedrooms available. The pool and outdoor play space was exceptional to keep all the kids active as well as the garage game room. We hope that the hurricane that forced an abrupt end to our stay did little damage to this beautiful property!"
Luxury Cristiano Manor 8BR w Pool - 20 Guests
Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning
Pool
Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning
3.5 star property
Great 6BR for All Ages/Heated Pool 5 Min to Beach by RedAwning
Newly renovated Clean, Bright Beach Villa in Best location.
1
Newly renovated Clean, Bright Beach Villa in Best location.
9.4 out of 10, Exceptional, (91)
"The location was great. Very clean property. Loved the fact it had all the necessities. Out of habit I bought extra items but they were not necessary. Had everything that was needed to enjoy the beach. Loved the quietness of the location and its easy access to other beaches, stores, and restaurants. Will definitely keep this place on our list for future travel."
Newly renovated Clean, Bright Beach Villa in Best location.
Pelican Beach Studio beach is steps away
Quaint beach villa studio with everything you need
Pelican Beach Studio beach is steps away
8.4 out of 10, Very Good, (30)
"A great location!! A couple of minute walk to the beach!! This property is older beach style, very cute! Had everything we needed & even chairs, cooler & umbrella for use at the beach. My sister & I did a sisters beach trip & couldn’t have asked for more!!"
Pelican Beach Studio beach is steps away
Beach Retreat| Waterfront |Pool & Hot-Tub | Arcade
Beach Retreat| Waterfront |Pool & Hot-Tub | Arcade
9.4 out of 10, Exceptional, (12)
"The house was nice but needs some minor repair throughout. The screen around the pool was damaged, the corn hole boards are rotted, the shower needs new caulking, the shower heads need scrubbed,the tv outside wouldn't connect to anything, and just some basic deep cleaning is needed. The host was very nice and helpful. "
Beach Retreat| Waterfront |Pool & Hot-Tub | Arcade
Private 3 bedroom waterfront Villa with pool
Waterfront home with pool and sauna
Private 3 bedroom waterfront Villa with pool
9.4 out of 10, Exceptional, (44)
"Close to the beach and restaurants, quiet, and roomy for 6 guests. Would stay again."
Private 3 bedroom waterfront Villa with pool
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Beach villa with large yard. Walk to beach
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
9.2 out of 10, Wonderful, (56)
"Nowhere did it state this was a duplex. Kitchen was equipped great for cooking however disposal never worked, bathroom exhaust fan didn’t work and bathroom sink trickled for water flow, slight smell of dog which we noticed upon walking in. One thing would be great if there was a sweeper to cleanup. Location was best a short walk down the street and down a block to beach. "
Remodeled Clean , Bright Indian Rocks Beach Villa. Pet Friendly
Family Reunion Paradise for 20 w/ Heated Saltwater Pool & Spa, Mini Golf, BBQ
Extensive grounds with luscious trees and backyard, main house, pool, activity hangar, and two king suite cottage
Family Reunion Paradise for 20 w/ Heated Saltwater Pool & Spa, Mini Golf, BBQ
10.0 out of 10, Exceptional, (30)
"Awesome!"
Family Reunion Paradise for 20 w/ Heated Saltwater Pool & Spa, Mini Golf, BBQ
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH
Beach
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH
10.0 out of 10, Exceptional, (72)
"Good location, everything as advertised. Beach chairs etc is a nice touch. Easy walk to the beach.May want to update the cooking pans but otherwise perfect for our needs."
CHARMING BEACH VILLA-HUGE ROOFTOP DECK-600 FEET FROM THE BEACH
Serenity by the Sea B
1
Serenity by the Sea B
9.8 out of 10, Exceptional, (88)
"Location of this property in relation to the beach was perfect and exactly what we wanted. Super short walk and you’re relaxing in the sand. Good food a short drive away. House had plenty of room and is dog friendly. My biggest issue was the mini golf place next door. Those giant lights do not go off until super late so it’s practically daylight inside the house well into the night. Even when you’re in the bedroom you can’t escape the lights since they reflect off of the condo building on that...
Serenity by the Sea B
Island Paradise | Ocean View | Heated Pool | 3 Bedroom
Pool
Island Paradise | Ocean View | Heated Pool | 3 Bedroom
10.0 out of 10, Exceptional, (6)
"The house and surroundings were perfect"
Island Paradise | Ocean View | Heated Pool | 3 Bedroom
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
Master Bedroom # 2, King Pillow Top Bed, Adjoining Private Bathroom.
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
9.6 out of 10, Exceptional, (118)
"The villa is as listed. Great location near restaurants and stores. Not too far of a drive to the beach. Beds were comfortable. One shower is walk-in which was great for the grandparents. Melinda was super responsive. "
The price is AED 459
AED 1,424 total
includes taxes & fees
18 Nov - 19 Nov
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
Villa Key West "Villas by Christine"
Living room
Villa Key West "Villas by Christine"
10.0 out of 10, Exceptional, (56)
"Well thought out design, thoughtful amenities, nice neighborhood with shops and restaurants all within easy walking distance. We stayed to attend a concert at Raymond James stadium. Would definitely stay again!"
Villa Key West "Villas by Christine"
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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Other property types in Oldsmar

Chase Suite Hotel Rocky Point Tampa
Exterior
Chase Suite Hotel Rocky Point Tampa
3.0 star property
7.6 out of 10, Good, (4604)
"The staff were wonderful. The property is a bit dated. The waterfront view is beautiful (esp the sunsets!) Close to dining. "
The price is AED 525
AED 596 total
includes taxes & fees
24 Nov - 25 Nov
Chase Suite Hotel Rocky Point Tampa
Sailport Waterfront Suites
Exterior
Sailport Waterfront Suites
3.5 star property
8.4 out of 10, Very Good, (4318)
"There were no VIP amenities, nor were there any upgrades offered"
The price is AED 520
AED 660 total
includes taxes & fees
3 Dec - 4 Dec
Sailport Waterfront Suites
Mint House St. Petersburg - Downtown
Exterior
Mint House St. Petersburg - Downtown
4.5 star property
9.4 out of 10, Exceptional, (516)
"You’ll love the location and privacy of The Minthouse. Staff are friendly and helpful. Rooms are modern and clean always with snacks and water. If you want a small apartment set up with washer/dryer and kitchenette, then this is perfect. Right on Central where you can walk to everything downtown St. Pete has to offer."
The price is AED 514
AED 567 total
includes taxes & fees
16 Dec - 17 Dec
Mint House St. Petersburg - Downtown
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 range between AED 459 and AED 618 per night. These stays provide the privacy of your own space at a price that fits your budget. 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?
Oldsmar has 131 villas to select from. Find a place that’s perfect quickly and easily by selecting the “Villa” checkbox under the “Property type” tab in our handy filter tool.
Why book your villa in Oldsmar with Expedia?
We think arranging a vacation shouldn’t be hard, so if you’re on the lookout for villas at a competitive price, Expedia delivers. Save those pennies and opt for an all-inclusive stay, or splurge on a deluxe villa to spoil your favorite people. Take advantage of our search filters to find a retreat in Oldsmar that suits your needs.
How can I find cheap villas in Oldsmar?
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