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Luxury Houses for Rent in Oldsmar, FL

25 rentals

544 Lake Cypress Cir - Photo 1 of 1

2d ago

Luxury Cypress Lakes Preserve house for rent in Oldsmar

544 Lake Cypress Cir, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$3,500

House for rent

Available Sep 3

Top amenities
Dishwasher
Fireplace
Garage Parking
In-Unit Laundry
Microwave
On-Site Laundry
1516 E Lake Woodlands Pkwy - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Single Family Residence - OLDSMAR, FL

1516 E Lake Woodlands Pkwy, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,950

House for rent

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
60 Iris Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Villa - OLDSMAR, FL

60 Iris Pl, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,350

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
2007 Dover Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Single Family Residence - OLDSMAR, FL

2007 Dover Ct, Oldsmar, FL 34677

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,600

House for rent

Top amenities
EV Charging
In-Unit Laundry
Swimming Pool
1001 Gilford St #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

$5,900 - 3 Bedroom 2.5 Bathroom House In Oldsmar With Great Amenities

1001 Gilford St #NA, Oldsmar, FL 34677

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$5,900

House for rent

Available Aug 1

Top amenities
Assigned Parking
Dishwasher
EV Charging
Furnished
In-Unit Laundry
401 Ventura Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

401 Ventura Dr Oldsmar, FL 34677

401 Ventura Dr, Oldsmar, FL 34677

Luxury | Swimming pool | Outdoor space

5 beds

3 baths

$3,875

House for rent

Available Aug 29

Nearby rental good for eco-living

$2,595

Oldsmar

Nearby rental good for pet owners

Nearby rental good for social life

$2,299

Oldsmar

245 Hemingway Dr - Photo 1 of 1

9h ago

Luxury townhouse for rent in Oldsmar

245 Hemingway Dr, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,700

House for rent

Top amenities
Carpet
Dishwasher
High Ceilings
In-Unit Laundry
On-Site Laundry
2406 Arch Ave - Photo 1 of 1

1d ago

Luxury townhouse for rent in Oldsmar

Townhouse - OLDSMAR, FL

2406 Arch Ave, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,197

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
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743 Jetstar Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Single Family Residence - OLDSMAR, FL

743 Jetstar Ln, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,995

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
116 Brent Cir - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

Townhouse - OLDSMAR, FL

116 Brent Cir, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
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Find sweet deals near Oldsmar

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,800

Oldsmar

$5,000

Safety Harbor

$2,395

Oldsmar

25 Emerald Bay Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

25 Emerald Bay Dr, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$1,995

House for rent

Available Jul 18

132 Arlington Ave W - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Oldsmar Beauty

132 Arlington Ave W, Oldsmar, FL 34677

Luxury | In-unit laundry | Outdoor space

2 beds

0 baths

$2,300

House for rent

Top amenities
Fireplace
Hardwood Floor
In-Unit Laundry
Storage
505 Devonshire St - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Private Home in a Prime Tampa Bay Location

505 Devonshire St, Oldsmar, FL 34677

Luxury | In-unit laundry | On-site laundry

5 beds

2 baths

$2,695

$2,595

Price drop

House for rent

Available Aug 26

Top amenities
In-Unit Laundry
Microwave
On-Site Laundry
1647 Gray Bark Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

1647 Gray Bark Dr, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,995

House for rent

Available Sep 19

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
On-Site Management
358 Tavernier Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Available Now!! Stunning 4-Bedroom Home

358 Tavernier Dr, Oldsmar, FL 34677

Luxury | In-unit laundry | Outdoor space

4 beds

2 baths

$3,000

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Concierge Service
High Ceilings
In-Unit Laundry
Package Service
589 Trout Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

589 Trout Ln, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,299

House for rent

Top amenities
Ceiling Fan
Central Heat
High Ceilings
In-Unit Laundry
Oven
Storage
1644 Arabian Ln - Photo 1 of 1

1d ago

Luxury townhouse for rent in Palm Harbor

1644 Arabian Ln, Palm Harbor, FL 34685

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,400

House for rent

Top amenities
Dishwasher
Fireplace
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
117 Shore Drive Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

117 Shore Drive Pl, Oldsmar, FL 34677

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$3,450

$3,250

Price drop

House for rent

Top amenities
Garage Parking
High Ceilings
On-Site Laundry
Advertisement
396 Countryside Key Blvd #NA - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

396 Countryside Key Blvd #NA, Oldsmar, FL 34677

Luxury | Swimming pool | Outdoor space

2 beds

2 baths

$2,200

House for rent

Available Oct 1

Top amenities
Air Conditioning
Dishwasher
207 Dolphin Dr N - Photo 1 of 1
Age restricted

5d+ ago

Luxury house for rent in Oldsmar

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,000

House for rent

Available Aug 14

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
117 Shore Drive Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

117 Shore Drive Pl, Oldsmar, FL 34677

Luxury | In-unit laundry | Garage parking

3 beds

3 baths

$3,450

$3,250

Price drop

House for rent

Top amenities
Ceiling Fan
High Ceilings
In-Unit Laundry
12605 Bassbrook Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Tampa

Townhouse - TAMPA, FL

12605 Bassbrook Ln, Tampa, FL 33626

Luxury | Balcony | Walk-in closets

3 beds

2 baths

$3,600

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
Storage
7678 Deer Valley Cir - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Tampa

7678 Deer Valley Cir

7678 Deer Valley Cir, Tampa, FL 33635

Luxury | Walk-in closets

3 beds

2 baths

$2,800

House for rent

3324 Briarwood Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Safety Harbor

Single Family Residence - SAFETY HARBOR, FL

3324 Briarwood Ln, Safety Harbor, FL 34695

Luxury | Swimming pool | In-unit laundry

4 beds

2 baths

$5,000

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
14123 Stilton St - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Tampa

Townhouse - TAMPA, FL

14123 Stilton St, Tampa, FL 33626

Luxury | Balcony | Walk-in closets

3 beds

3 baths

$3,250

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Oldsmar > Oldsmar Luxury Houses For Rent
Updated: September 6, 2025

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Pet friendly houses in Oldsmar, FL13 rentals

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Discover luxury Oldsmar, FL houses for rent

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
🍽With dishwasher
❄️With air conditioning
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🍃With outdoor space
🏠With photos