A beach at sunset with birds flying and a person walking.

Find Romantic Hotels in Oldsmar, FL

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Check availability on Oldsmar Romantic Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Oldsmar romantic hotels

1 bedroom, iron/ironing board, WiFi (free), bed sheets
Coffee/tea maker, fridge, microwave, oven
Property grounds
Interior

1. The Uptown Studio

The Uptown Studio
Safety Harbor
United States
Jared C.
￥19,535
￥34,655 total
includes taxes & fees
Sep 22 - Sep 23
The Uptown Studio
Beach nearby
Coffee/tea maker, fridge, microwave, stovetop
Property grounds
Exterior detail

2. Studio Apt w/ Private Balcony Overlooking Downtown Main St

Studio Apt w/ Private Balcony Overlooking Downtown Main St
Downtown Dunedin
United States
Patrick M.
￥16,375
￥43,807 total
includes taxes & fees
Sep 19 - Sep 20
Studio Apt w/ Private Balcony Overlooking Downtown Main St
Beach nearby, sun loungers, beach towels
Outdoor pool, a heated pool
Exterior
Smart TV, fireplace, books

3. CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS

CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Clearwater
United States
thomas r.
￥12,871
￥41,508 total
includes taxes & fees
Sep 22 - Sep 23
CHARMING CONDO MINUTES FROM GORGEOUS BEACHES & LOTS OF ATTRACTIONS
Pool
Smart TV, fireplace
Interior
Exterior

4. Palm Harbor Paradise | Spacious Home with Pool & Hot Tub

Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
Pipers Meadow
United States
Allyssa P.
￥30,641
￥92,207 total
includes taxes & fees
Sep 20 - Sep 21
Palm Harbor Paradise | Spacious Home with Pool & Hot Tub
Beach nearby, sun loungers, beach towels
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Outdoor pool, a heated pool
Exterior

5. Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes

Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes
Dunedin
United States
ARTHUR G.
￥21,521
￥56,522 total
includes taxes & fees
Sep 30 - Oct 1
Condo in Waterfront Resort - Clearwater Beaches & Honeymoon Island, Free Bikes
Flat-screen TV, Netflix, Hulu, streaming services
Property grounds
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Outdoor dining

6. The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
United States
Amanda
￥21,677
￥43,841 total
includes taxes & fees
Oct 3 - Oct 4
The Purple Flower - 30 Second walk to the Beach. Free parking.
Exterior
Coffee/tea maker, fridge, microwave, oven
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Dining

7. 》Urban Getaway Next to Downtown, w/Firepit 《

》Urban Getaway Next to Downtown, w/Firepit 《
Old Seminole Heights
United States
Kevin K.
￥9,937
￥22,363 total
includes taxes & fees
Oct 6 - Oct 7
》Urban Getaway Next to Downtown, w/Firepit 《
Terrace/patio
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Property grounds
Coffee/tea maker, fridge, microwave, oven

8. Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
United States
Heather S.
￥19,962
￥42,215 total
includes taxes & fees
Sep 23 - Sep 24
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Sun loungers, beach towels
Coffee/tea maker, fridge, microwave, stovetop
Property grounds
Interior

9. The Heart of Downtown Dunedin on Main St

The Heart of Downtown Dunedin on Main St
Downtown Dunedin
United States
Crystal R.
￥16,687
￥44,003 total
includes taxes & fees
Sep 30 - Oct 1
The Heart of Downtown Dunedin on Main St
2 bedrooms, iron/ironing board, WiFi (free), bed sheets
Coffee/tea maker, fridge, microwave, oven
Terrace/patio
Interior

10. Private Pinellas County Beaches' getaway house

Private Pinellas County Beaches' getaway house
Seminole
United States
Krystal M.
￥10,761
￥24,428 total
includes taxes & fees
Sep 21 - Sep 22
Private Pinellas County Beaches' getaway house
View all properties

Top Oldsmar Hotel Reviews

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

8/10 Good
"Hotel is really nice, but it needs to be updated Location is great"
Phyllis 3-night trip
Posted 13 hours ago
Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"All great"
Maria 3-night trip
Posted 14 hours ago
Hyatt Regency Clearwater Beach Resort and Suites
Seminole Hard Rock Hotel & Casino Tampa

Seminole Hard Rock Hotel & Casino Tampa

10/10 Excellent
"Wonderful place to stay when in town for work"
Ryan 2-night trip
Posted 2 days ago
Seminole Hard Rock Hotel & Casino Tampa

Frequently asked questions

Searching for romantic hotels in Oldsmar?
Are you in need of a romantic escape? Our guests also enjoy Oldsmar for its restaurants and beaches. If you want to see some of the sights in Oldsmar, you might make a stop by Tampa Bay or Oldsmar Flea Market. If you're interested in staying near a particular destination, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Oldsmar?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Oldsmar: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Oldsmar is 45 inches.
What is there to do in Oldsmar?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Oldsmar has to offer. If you and your partner are interested in sampling the area's cuisine, you'll love Oldsmar for its array of dining options. You might consider a visit to Tampa Bay or Oldsmar Flea Market while you're in town.
What's the best way to get to Oldsmar and around town during my romantic getaway?
This information about transportation options in Oldsmar might help your romantic trip get off to a smooth start: To get to Oldsmar, you can fly into Tampa Intl. Airport (TPA), which is the closest major airport, located 8.8 mi (14.2 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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