We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Review
Trips
Alerts
Sign in
Inbox
See all
Sign in
to get trip updates and message other travellers.
Oldsmar
Oldsmar Tourism
Oldsmar Accommodation
Oldsmar Holiday Rentals
Oldsmar Holiday Packages
Oldsmar Flights
Oldsmar Restaurants
Oldsmar Attractions
Oldsmar Travel Forum
Oldsmar Photos
Oldsmar Map
Oldsmar Guide
Hotels
All Oldsmar Hotels
Oldsmar Hotel Deals
Last Minute Hotels in Oldsmar
By Hotel Type
By Hotel Class
By Hotel Brand
Popular Oldsmar Categories
Near Airports
Near Colleges
Oldsmar Motels
Business Hotels Oldsmar
Family Hotels Oldsmar
Oldsmar Green Hotels
5-stars Hotels in Oldsmar
4-stars Hotels in Oldsmar
3-stars Hotels in Oldsmar
Hilton Hotels in Oldsmar
Marriott Hotels in Oldsmar
Oldsmar Cheap Pet Friendly Hotels
Hotels near (TPA) Tampa Intl Airport
Hotels near (SRQ) Sarasota/Bradenton International Airport
Hotels near (PIE) St. Petersburg Intl Airport
Hotels near Regency Beauty Institute - Clearwater
Hotels near Central Florida Institute Inc.
Hotels near Clearwater Christian College
Hotels near Paul Mitchell The School Tampa
Hotels near St. Petersburg Seminary and Yeshiva
Hotels near Sunstate Academy
Hotels near St. Petersburg College
Hotels near Southeastern College formerly Keiser Career College
Hotels near Strayer University
Hotels near ITT Technical Institute
Things to do
Restaurants
Flights
Holiday Rentals
Places of Interest
Colleges & Universities
Airports
Holiday Rentals near Westchase Golf Course
Holiday Rentals near Chi Chi Rodriguez Golf Club
Holiday Rentals near Lansbrook Golf Club
Holiday Rentals near Spectrum Field
Holiday Rentals near Ruth Eckerd Hall
Holiday Rentals near Tampa Bay Downs
Holiday Rentals near Tarpon Woods Golf Club
Holiday Rentals near Can You Escape? Tampa
Holiday Rentals near PTEC Clearwater Campus
Holiday Rentals near Central Florida Institute Inc.
Holiday Rentals near Tampa Intl Airport
Shopping
Package Holidays
Cruises
Rental Cars
Tours
Add a Place
Travel Forum
Airlines
Best of 2022
Help Centre
Travel Articles
Oldsmar, FL Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Florida (FL)
Oldsmar, FL Holiday Rentals, Apartments and Villas
Search
Oldsmar Holiday Apartments
List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
View Map
Bedrooms
Any
Bathrooms
Any
Amenities
Air Conditioning (37)
Parking (36)
Internet (35)
Washer/Dryer (29)
Show more
Suitability
Kid friendly (32)
Smoking allowed (8)
Elder access (7)
Wheelchair access (6)
Show more
Property type
Holiday Rental House (31)
Condominium/Apartment (8)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Water Views (2)
Boat Available (1)
Private Chef (0)
Private Beach (0)
Show more
Distance from
1 km
39 rentals
in Oldsmar.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order.
Learn more.
family friendly, gated community, two pools, lake outside back door.
64 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
NEW Listing! Serene, Natural Privacy in a Centralized Location
32 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
TreeHouse in Tampa
56 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Centrally located to beaches, Close to Bush Gardens Pets Welcome Free Wifi
95 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Beautiful Home in Quiet Cul de Sac! Close to EVERYTHING
55 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pete's Place 9 Bedroom 7 Bath Tampa Resort
22 reviews
Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 20
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Stunning Key West Style Waterfront Home with Exceptional Views
63 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pond front groundfloor 2/2 condo
22 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
STUNNING WATERFRONT RESORT EXPERIENCE!
28 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Summer Beach Getaway - Private Pool Home/Dog Friendly
27 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Save time - get the best
Oldsmar
rentals sent straight to your email!
Get the List
Spectacular New House, Close to Safety Harbor, Dunedin, Beaches &, Shopping!
30 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Entire Executive Home, Florida Pool Getaway, 1.4 acres in the heart of the City
4 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pool House near Beaches
11 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Central to everything Tampa Bay!
7 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Bright two story townhome
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Tranquil and Zen and Convenient to Everything
18 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Luxury Condo Gulf Coast Florida
9 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Waterfront Cottage on Rocky Creek - Rate Inclusive of all fees
6 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Waterfront Cottage on Rocky Creek
4 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Serenity Suite near Tampa's Reigning NFL Superbowl Champion and NHL Stanley Cup
1 review
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Welcome to BonaVista Beach House:) great for couples and families
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Luxury Resort House ☞ManCave☞ Heated Pool ☞Jacuzzi ☞ BRAND NEW HOME
2 reviews
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Suite Retreat - Upstairs (Lower Unit Prop #1272052)
2 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Tampa Oasis Centrally Located to 3 Major Hospitals
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Like Home in Tampa Fl
3 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
It's a simple modern home and family friendly
9 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Flamingo Bungalow Beautiful Tampa Retreat
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Paradise Oasis-Resort House
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Florida Blue House
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Tampa Bay Paradise - 3 Bdr. Pool, Bay Access, 5 Miles to Beach, 24. Hour Pro-Hos
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Serenity LakeHouse in Tampa
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
WanderJaunt | Rocco | 1BR | Town N Country
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Dolphin Bay Retreat
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
La Rustic House
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Waterfront Town-home w/Deep Water & Direct Bay access 3 Bed/2.5 Bath
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Cozy Home Tampa bay area!!!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
La Villita
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
â‘ Pool-80 in TV-BBQ Grill- Beach- Airport â‘
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Peaceful 3 Bedroom Home || Close to Airport
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Previous
Next
1
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:\n
\n
Luxury Condo on Golf & Country Club in Palm Harbor
\n
Pond front groundfloor 2/2 condo
\n
Dolphin Bay Retreat
\n
\n
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:\n
\n
Spectacular New House, Close to Safety Harbor, Dunedin, Beaches &, Shopping!
\n
Luxury Condo on Golf & Country Club in Palm Harbor
\n
Pond front groundfloor 2/2 condo
\n
\n
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:\n
\n
Florida Blue House
\n
Paradise Oasis-Resort House
\n
Spectacular New House, Close to Safety Harbor, Dunedin, Beaches &, Shopping!
\n
\n
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:\n
\n
Spectacular New House, Close to Safety Harbor, Dunedin, Beaches &, Shopping!
\n
Luxury Condo on Golf & Country Club in Palm Harbor
\n
Pond front groundfloor 2/2 condo
\n
\n
See all kid friendly holiday rentals in Oldsmar on Tripadvisor