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Holiday homes in Oldsmar

Enjoy your stay and find the best Holiday homes in Oldsmar at affordable prices

Searching for a holiday home in Oldsmar (Florida)? Explore a great selection of vacation homes in Oldsmar to find the one that best fits to your needs, starting from $83 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Oldsmar and region (20 miles)
2 Bedroom , 2 Bath , Villa in Oldsmar, USA

2 Bedroom , 2 Bath , Villa

Holiday home in Oldsmar, Florida , 300 Lake Placid Ct.
Boasting an outdoor swimming pool, a garden, and a terrace, 2 Bedroom, 2 Bath, Villa offers accommodation in Oldsmar with free WiFi and lake views.
  • Parking
  • Restaurant
  • Pets allowed
  • Family rooms
  • Outdoor pool

Superb 15 Reviews 9.1

from $175.00 Show details »

The Canal Gem in Tampa, USA

The Canal Gem

Holiday home in Tampa near Oldsmar, Florida
Situated in Tampa, within 19 km of Raymond James Stadium and 23 km of Pier 60, The Canal Gem offers accommodation with free WiFi, air conditioning and...
  • Parking

no reviews

from $174.00 Show details »

Enriques Guest House -Private Pool 3 Bedrooms in Oldsmar, USA

Enriques Guest House -Private Pool 3 Bed...

Holiday home in Oldsmar, Florida , 510 Limetree Drive
Featuring air-conditioned accommodation with a balcony, Enriques Guest House -Private Pool 3 Bedrooms is located in Oldsmar.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Bad 1 Reviews 1.0

from $202.50 Show details »

Stunning Retreat about 3 Miles to Pier! in Safety Harbor, USA

Stunning Retreat about 3 Miles to Pier!

Holiday home in Safety Harbor near Oldsmar, Florida
Located in Safety Harbor, 14 km from Pier 60 and 28 km from Raymond James Stadium, Stunning Retreat about 3 Miles to Pier! provides accommodation with...
  • Parking
  • Pets allowed

no reviews

from $218.00 Show details »

Tampa Bay Area Cottage with Gas Grill and Fire Pit! in Safety Harbor, USA

Tampa Bay Area Cottage with Gas Grill an...

Holiday home in Safety Harbor near Oldsmar, Florida
Set in Safety Harbor, 700 metres from Safety Harbor Beach, 14 km from Pier 60 and 26 km from Raymond James Stadium, Tampa Bay Area Cottage with Gas Gr...
  • Parking
  • Pets allowed
  • Fitness centre

no reviews

from $255.67 Show details »

Luxury Vacation Villa with Heated Pool Tiki bar Golf, 5 Miles from the Beach in Clearwater, USA

Luxury Vacation Villa with Heated Pool T...

Villa in Clearwater near Oldsmar, Florida , 3277 Beaver Drive
Featuring pool views, Luxury Vacation Villa with Heated Pool Tiki bar Golf and Onsite Boat Rental provides accommodation with a bar and a patio, aroun...
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 3 Reviews 10.0

from $285.48 Show details »

Palm Harbor Home with Pool and Golf Course Views! in Palm Harbor, USA

Palm Harbor Home with Pool and Golf Cour...

Holiday home in Palm Harbor near Oldsmar, Florida
Located 30 km from Raymond James Stadium, 37 km from Amalie Arena and 37 km from Busch Gardens, Palm Harbor Home with Pool and Golf Course Views! prov...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $412.00 Show details »

Beautiful House Close to All in Palm Harbor, USA

Beautiful House Close to All

Holiday home in Palm Harbor near Oldsmar, Florida
Set 27 km from Raymond James Stadium, 33 km from Amalie Arena and 34 km from Busch Gardens, Beautiful House Close to All offers accommodation situated...
  • Parking
  • Pets allowed

no reviews

from $333.50 Show details »

Escape to Honeymoon Island in Clearwater, USA

Escape to Honeymoon Island

Holiday home in Clearwater near Oldsmar, Florida
Set in Clearwater, within 17 km of Pier 60 and 28 km of Raymond James Stadium, Escape to Honeymoon Island offers accommodation with free WiFi, air con...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $228.68 Show details »

Waterfront Tampa Oasis with Outdoor Bar and Grill in Tampa, USA

Waterfront Tampa Oasis with Outdoor Bar...

Holiday home in Tampa near Oldsmar, Florida
Waterfront Tampa Oasis with Outdoor Bar and Grill is located in Tampa, 20 km from Amalie Arena, 25 km from Busch Gardens, as well as 26 km from Advent...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $350.33 Show details »

Charming 3 bed/ba home w/pool and lake view! in Tampa, USA

Charming 3 bed/ba home w/pool and lake v...

Holiday home in Tampa near Oldsmar, Florida , 8020 Timberlane Drive
Located 15 km from Raymond James Stadium, Charming 3 bed/ba home w/pool and lake view! offers accommodation in Tampa with access to a year-round outdo...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 11 Reviews 9.0

from $200.00 Show details »

Tampa Lakehouse in Tampa, USA

Tampa Lakehouse

Holiday home in Tampa near Oldsmar, Florida , 10262 Memorial Highway
Tampa Lakehouse is situated in Tampa, 12 km from Raymond James Stadium, and features a terrace, garden, and free WiFi.
  • Parking
  • Restaurant
  • Family rooms
  • Tea/Coffee maker
  • Shower

Exceptional 6 Reviews 9.7

from $332.00 Show details »

Tampa Lakehouse II 2 bedroom and 2 bathroom in Tampa, USA

Tampa Lakehouse II 2 bedroom and 2 bathr...

Holiday home in Tampa near Oldsmar, Florida , 10262 Memorial Highway
Set in Tampa, 19 km from Amalie Arena and 21 km from Busch Gardens, Tampa Lakehouse II 2 bedroom and 2 bathroom provides accommodation with amenities ...
  • Parking
  • Family rooms

Pleasant 2 Reviews 6.5

from $253.04 Show details »

Pet-Friendly Home with Pool and Private Yard Near Gulf in Palm Harbor, USA

Pet-Friendly Home with Pool and Private...

Holiday home in Palm Harbor near Oldsmar, Florida
Pet-Friendly Home with Pool and Private Yard Near Gulf is situated in Palm Harbor, 28 km from Raymond James Stadium, 34 km from Amalie Arena, as well ...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 7.0

from $204.00 Show details »

SeaFoam Happy Homes in Palm Harbor, USA

SeaFoam Happy Homes

Holiday home in Palm Harbor near Oldsmar, Florida
Situated in Palm Harbor, 20 km from Pier 60 and 29 km from Raymond James Stadium, SeaFoam Happy Homes offers air conditioning.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $434.03 Show details »

Peaceful dog-friendly w private heated pool in Palm Harbor, USA

Peaceful dog-friendly w private heated p...

Holiday home in Palm Harbor near Oldsmar, Florida , Rustic Oaks Drive 2816
Located in Palm Harbor, Peaceful dog-friendly w private heated pool provides accommodation with a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $247.33 Show details »

Tampa Getaway Pool House in Tampa, USA

Tampa Getaway Pool House

Holiday home in Tampa near Oldsmar, Florida , 8815 Sheldon Chase Drive
Situated in Tampa, Tampa Getaway Pool House features accommodation with a private pool, a patio and pool views.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $291.67 Show details »

Calming Getaway 9 Mi to Clearwater Beach! in Clearwater, USA

Calming Getaway 9 Mi to Clearwater Beach...

Holiday home in Clearwater near Oldsmar, Florida
Set in Clearwater, 11 km from Pier 60 and 31 km from Johns Pass, Calming Getaway 9 Mi to Clearwater Beach! provides accommodation with amenities such ...
  • Parking

Exceptional 4 Reviews 9.8

from $296.86 Show details »

TreeHouse in Tampa, USA

TreeHouse

Holiday home in Tampa near Oldsmar, Florida , 5908 Mohr Road
Featuring river views, TreeHouse features accommodation with a terrace and a balcony, around 11 km from Raymond James Stadium.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • Safety deposit box

Exceptional 2 Reviews 10.0

from $319.07 Show details »

Family Friendly Pool Paradise Retreat Near Beaches in Palm Harbor, USA

Family Friendly Pool Paradise Retreat Ne...

Villa in Palm Harbor near Oldsmar, Florida , 1917 Spanish Oaks Drive North
Featuring pool views, Family Friendly Pool Paradise Retreat Near Beaches offers accommodation with a patio, around 14 km from Pier 60.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $402.18 Show details »

Magnolia Pool House in Clearwater, USA

Magnolia Pool House

Holiday home in Clearwater near Oldsmar, Florida
Set in Clearwater, 10 km from Pier 60 and 30 km from Johns Pass, Magnolia Pool House offers air conditioning.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $175.67 Show details »

Clearwater Family Home with Private Hot Tub! in Clearwater, USA

Clearwater Family Home with Private Hot...

Holiday home in Clearwater near Oldsmar, Florida
Located in Clearwater, 10 km from Pier 60 and 30 km from Johns Pass, Clearwater Family Home with Private Hot Tub! provides accommodation with amenitie...
  • Parking

no reviews

from $272.43 Show details »

EVENTS WATER VIEW ROOFTOP TERRACE RACECAR MANSION Clearwater in Clearwater, USA

EVENTS WATER VIEW ROOFTOP TERRACE RACECA...

Holiday home in Clearwater near Oldsmar, Florida , 3087 Cherry Lane
EVENTS WATER VIEW ROOFTOP TERRACE RACECAR MANSION Clearwater, a property with a terrace, is set in Clearwater, 23 km from Raymond James Stadium, 27 km...
  • Parking

no reviews

from $359.10 Show details »

Welcome to Villa Marcelo in Tampa, USA

Welcome to Villa Marcelo

Villa in Tampa near Oldsmar, Florida , 8334 Fountain Avenue
Welcome to Villa Marcelo, a property with a terrace and a bar, is situated in Tampa, 18 km from Amalie Arena, 19 km from Busch Gardens, as well as 20 ...
  • Parking
  • Bar
  • Family rooms
  • Swimming pool
  • Swimming Pool

no reviews

from $350.00 Show details »

#3 Large 4 Bedroom 3 Bathroom Vacation House With Heated Swimming Pool in Palm Harbor, USA

#3 Large 4 Bedroom 3 Bathroom Vacation H...

Holiday home in Palm Harbor near Oldsmar, Florida , 911 Whippoorwill Drive
Situated in Palm Harbor, 16 km from Pier 60, 30 km from Raymond James Stadium and 36 km from Amalie Arena, #3 Large 4 Bedroom 3 Bathroom Vacation Hous...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Fabulous 9 Reviews 8.9

from $375.37 Show details »

Number of Holiday homes in Oldsmar 712
Number of guest ratings 931
Average price per night $299.12
Lowest price per night $83.00
Highest price per night $1.383.51

Most popular Holiday-homes in Oldsmar

The most popular Holiday-homes in Oldsmar based on average guest rating (Top 10).

Cheapest Holiday-homes in Oldsmar

The cheapest Holiday-homes in Oldsmar based on room rate per night (Top 10).

Most booked Holiday-homes in Oldsmar

The most booked Holiday-homes in Oldsmar based on popularity with guests (Top 10).

Holiday homes in Oldsmar (Florida), comfortable and familiar

Staying in a holiday or vacation home in Oldsmar can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Oldsmar for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Oldsmar should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com