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Luxury Houses for Rent in Oldsmar, FL

25 rentals

311 Shore Dr E - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

Single Family Residence - OLDSMAR, FL

311 Shore Dr E, Oldsmar, FL 34677

Luxury | In-unit laundry | Air conditioning

3 beds

2 baths

$3,600

$2,990

Price drop

House for rent

Top amenities
In-Unit Laundry
204 Hemingway Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

Sun Ketch Townhomes n Villas

204 Hemingway Dr, Oldsmar, FL 34677

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,100

House for rent

Top amenities
Air Conditioning
Carpet
Ceiling Fan
On-Site Laundry
Storage
Swimming Pool
211 Countryside Key Blvd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

Charming 2-Bed / 2.5-Bath Townhome in Gated Countryside Key - Oldsmar - $2,195/mo

211 Countryside Key Blvd, Oldsmar, FL 34677

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,195

House for rent

Available Apr 1

Top amenities
Air Conditioning
In-Unit Laundry
Microwave
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
417 Oakleaf Blvd - Photo 1 of 1

3d ago

Our team has verified this company

Verified

417 Oakleaf Blvd Oldsmar, FL 34677

417 Oakleaf Blvd, Oldsmar, FL 34677

Luxury | Garage parking

3 beds

2 baths

$2,185

House for rent

Available Feb 26

140 Douglas Rd W #D - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

140 Douglas Rd W #D, Oldsmar, FL 34677

Luxury | Walk-in closets | In-unit laundry

2 beds

1 bath

$1,800

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
On-Site Laundry
Storage

Nearby rental good for eco-living

$2,495

Country Villas

Nearby rental good for pet owners

$2,200

Palm Harbor

406 S Bayview Blvd #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

Gorgeous Oldsmar Villa For Rent

406 S Bayview Blvd #1, Oldsmar, FL 34677

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$2,350

House for rent

Available Nov 2

Top amenities
Dishwasher
In-Unit Laundry
Microwave
On-Site Laundry
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

$2,495

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
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140 Douglas Rd W #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

140 Douglas Rd W #1, Oldsmar, FL 34677

Luxury | Air conditioning | Carpet

2 beds

1 bath

$1,775

House for rent

Available Mar 1

148 Douglas Rd W #F - Photo 1 of 1

4d ago

Luxury townhouse for rent in Oldsmar

$1,700 - 2 Bedroom 1.5 Bathroom townhome In Oldsmar With Great Amenities

148 Douglas Rd W #F, Oldsmar, FL 34677

Luxury | Balcony | In-unit laundry

2 beds

1 bath

$1,700

House for rent

Available Jun 10

Top amenities
Assigned Parking
Hardwood Floor
In-Unit Laundry
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Find sweet deals near Oldsmar

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

$2,849

Clearwater

$2,630

Westchase

$1,100

Safety Harbor

$5,250

Safety Harbor

706 Jacaranda Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Oldsmar

3 Bedroom Pet-Friendly Home in OLDSMAR, FL with Main Street Renewal

706 Jacaranda Dr, Oldsmar, FL 34677

Luxury | Swimming pool | Outdoor space

3 beds

2 baths

$2,750

House for rent

140 Douglas Road WestUnit F #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Oldsmar

140 Douglas Rd. W Unit F - 1

140 Douglas Road WestUnit F #1, Oldsmar, FL 34677

Luxury | Air conditioning | Dishwasher

2 beds

1 bath

$1,775

House for rent

Available Mar 1

113 Timber Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

113 Timber Cir, Safety Harbor, FL 34695

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,825

$2,495

Price drop

House for rent

Available Feb 5

Top amenities
Garage Parking
On-Site Laundry
12618 Weston Dr - Photo 1 of 1

3d ago

Luxury townhouse for rent in Tampa

Townhouse - TAMPA, FL

12618 Weston Dr, Tampa, FL 33626

Luxury | Balcony | Walk-in closets

3 beds

2 baths

$2,950

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
Hardwood Floor
In-Unit Laundry
Swimming Pool
2005 Montego Ct - Photo 1 of 1

3d ago

Luxury house for rent in Oldsmar

Villa - OLDSMAR, FL

2005 Montego Ct, Oldsmar, FL 34677

Luxury | In-unit laundry | Garage parking

2 beds

2 baths

$1,900

House for rent

Top amenities
In-Unit Laundry
81 Jacaranda Dr - Photo 1 of 1

5d+ ago

Luxury Briar Creek house for rent in Safety Harbor

81 Jacaranda Dr, 55+ Briar Creek Community

81 Jacaranda Dr, Safety Harbor, FL 34695

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$1,390

House for rent

Available Feb 17

Top amenities
In-Unit Laundry
Swimming Pool
11402 Cypress Reserve Dr - Photo 1 of 1

5d+ ago

Luxury Westchester of Hillsborough house for rent in Westchase

Single Family Residence - TAMPA, FL

11402 Cypress Reserve Dr, Westchase, FL 33626

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,700

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
12480 Streamdale Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Tampa

12480 Streamdale Dr, Tampa, FL 33626

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,900

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
Storage
Swimming Pool
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1644 Arabian Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Palm Harbor

Townhouse - PALM HARBOR, FL

1644 Arabian Ln, Palm Harbor, FL 34685

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,950

House for rent

Top amenities
Dishwasher
Fireplace
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
123 Juniperus Dr - Photo 1 of 1

5d+ ago

Luxury Briar Creek house for rent in Safety Harbor

2BR/2BA LOCATED IN DESIREABLE BRIAR CREEK in Safety Harbor 55+ AGE RESTRICED COMMUNITY!

123 Juniperus Dr, Safety Harbor, FL 34695

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,480

House for rent

Available Apr 1

Top amenities
In-Unit Laundry
On-Site Laundry
12480 Streamdale Drive - Photo 1 of 1

5d+ ago

8.5

Very good

12480 Streamdale Drive

12480 Streamdale Dr, Tampa, FL 33626

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,900

House for rent

Available Jan 25

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
61 Lake Shore Dr #NA - Photo 1 of 1

3d ago

Our team has verified this company

Verified

$2,300 - 2 Bed, 2 Bath, 1 Car Garage House In Palm Harbor! Trash Included!

61 Lake Shore Dr #NA, Palm Harbor, FL 34684

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,500

$2,300

Price drop

House for rent

Available Apr 1

Top amenities
Air Conditioning
Carpet
Garage Parking
In-Unit Laundry
508 Sheridan Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

508 Sheridan Dr, Palm Harbor, FL 34684

Luxury | On-site laundry | Outdoor space

3 beds

2 baths

$2,445

$2,255

Price drop

House for rent

Available Feb 4

Top amenities
Garage Parking
Hardwood Floor
On-Site Laundry
8642 Manassas Rd - Photo 1 of 1

4d ago

Our team has verified this company

Verified

8642 Manassas Rd, Tampa, FL 33635

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$5,350

$2,845

Price drop

House for rent

Available Apr 8

Top amenities
Ceiling Fan
High Ceilings
On-Site Laundry
1938 Summit Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1938 Summit Dr Clearwater, FL 33763

1938 Summit Dr, Clearwater, FL 33763

Luxury | Outdoor space

3 beds

2 baths

$2,849

House for rent

Available Mar 12

Showing 1 - 25 of 25 results
Home > House Rentals in Oldsmar > Oldsmar Luxury Houses For Rent
Updated: March 8, 2026

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Pet friendly houses in Oldsmar, FL5 rentals

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Discover luxury Oldsmar, FL houses for rent

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