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Cottages, Villas, Apartments in Oldsmar
Holiday Rentals
USA
Florida (FL)
Cottages, Villas, Apartments in Oldsmar
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Bathrooms
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Amenities
Internet or Wifi (100)
Air Conditioning (100)
Washer/Dryer (81)
Other outdoor space (61)
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Suitability
Kid friendly (105)
Pet friendly (46)
Smoking allowed (11)
Elder access (8)
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Property type
Holiday Rental House (90)
Condominium/Apartment (20)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (32)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Oldsmar Flea Market
R. E. Olds Park
Oldsmar Historical Society Museum
Oldsmar Library
Oldsmar Spray Park
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110 rentals
in Oldsmar.
Waterfront - PointePlace on Rocky Creek
4
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Sleeps 20+, 2 houses, Swim-Spa, hot tub, bachelor and party place
13
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 28
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Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
19
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Stunning Key West Style Waterfront Home with Exceptional Views
20
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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family friendly, gated community, two pools, lake outside back door.
25
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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5BR/4B Tampa Bay Resort Style Private Pool Oasis
7
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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4BR Heated Pool Relaxation Home / Airport / Beach
9
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Bayside Retreat with Backyard Oasis
8
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 14
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NEW Heated Salt Pool & Spa on Waterfront Canal
20
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 14
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Beautiful Condo in prime Florida location within premier gated community.
13
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Lake House in the Westchase area! Heated Pool. Waterfront!
15
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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Amazing Private Beach Home
6
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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"Vacation Getaway: Heated private POOL, Outdoor Living, Game Room & Boat
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful home in Oldsmar
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Pete's Place 9 Bedroom 7 Bath Tampa Resort
19
Holiday Rental House
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9 bedrooms
7 bathrooms
Sleeps 20
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Centric Vacation Home with Detached Guest Suite
4
Holiday Rental House
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6 bedrooms
2 bathrooms
Sleeps 16
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Paradise at the cove#2
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 2
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Bright Gem, middle of everything
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 6
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Pet Friendly Cozy Studio in Tampa
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Charming unit Power & Wifi mnt from TPA work r fun
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 4
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Hidden Gem 2 bed/ power & Wifi resort style
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 5
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Tropical Paradise-Wonderful for Work or Fun
Condo/Apartment
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0 bedrooms
0 bathrooms
Sleeps 4
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Lovely 1 bedroom condo
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Sunshine Stay
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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As seen on
Quiet & Cozy 1 Br Condo Minutes From Airport
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Adorable private studio
5
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Condo Penthouse with Pool And Hot Tub
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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NEW- 2 bed/2 bath WATERVIEW CENTRAL LOCATION TAMPA
6
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 4
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Perfect Get Away | Waterfront Property With Hot Tub
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Serenity LakeHouse in Tampa
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Modern Waterview 2BR Condo Mins From Airport
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Tampa Lakehouse II
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Beautifully, Renovated Home in Quiet Cul de Sac! Close to EVERYTHING!
18
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Beautiful Villa! On Wildlife Area, Natural Privacy! Close to Everything. Welcome
13
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Tampa home
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Beautiful Ground Floor Condo. (2 Bed/2 Bath)
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Lovely 2 bedroom 2 bathrooms
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Convenient access to all area attractions.2 min from the bay 15 min from beaches
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous Upscale 3/2 home with Pool. 9 minutes from Honey Moon Island
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Heaven at the cove
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Bright two story townhome
10
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
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Cozy Two Bedroom Condo Tucked Away In The Serene Settings Of East Lake Woodlands
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 3
Match:
Sleeps
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Waterfront Cottage on Rocky Creek
5
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Coastal themed home near beach and airport
14
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Entire House -Private Pool 3 Bedrooms 2 Baths
5
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
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Pond front groundfloor 2/2 condo
33
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Modern Tampa Home
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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TAMPA FLORIDA VACATION DELIGHT
3
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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Wilderness Escape, by Breathtaking Natl Park
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
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Paradise Pool Home with Canal Access
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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Showing results 1-50 of 110
Frequently Asked Questions about Oldsmar
Do any holiday rentals in Oldsmar have a pool?
Yes, here are some popular holiday rentals in Oldsmar that have a pool:
Waterfront - PointePlace on Rocky Creek
Sleeps 20+, 2 houses, Swim-Spa, hot tub, bachelor and party place
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
See all holiday rentals with a pool in Oldsmar on Tripadvisor
Do any holiday rentals in Oldsmar have internet access?
Yes, here are some popular holiday rentals in Oldsmar that have internet access:
Waterfront - PointePlace on Rocky Creek
Sleeps 20+, 2 houses, Swim-Spa, hot tub, bachelor and party place
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
See all holiday rentals in Oldsmar on Tripadvisor
What are the best pet friendly rentals in Oldsmar?
The best pet friendly rentals in Oldsmar are:
Waterfront - PointePlace on Rocky Creek
Sleeps 20+, 2 houses, Swim-Spa, hot tub, bachelor and party place
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
See all pet friendly holiday rentals in Oldsmar on Tripadvisor
What are some great rentals in Oldsmar that are kid friendly?
Some of the most popular kid friendly rentals in Oldsmar are:
Waterfront - PointePlace on Rocky Creek
Sleeps 20+, 2 houses, Swim-Spa, hot tub, bachelor and party place
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
See all kid friendly holiday rentals in Oldsmar on Tripadvisor
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