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Holiday homes in Oldsmar (Page 27)

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)
Villa Madeira 207 - Premier in St Pete Beach, USA

Villa Madeira 207 - Premier

Holiday home in St Pete Beach near Oldsmar, Florida , 13720 Gulf Boulevard #207
Villa Madeira 207 - Premier is a beachfront property located in St Pete Beach, 1.9 km from Treasure Island and 1.2 km from Johns Pass.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $263.31 Show details »

Villa Madeira 402 - Premier in St Pete Beach, USA

Villa Madeira 402 - Premier

Holiday home in St Pete Beach near Oldsmar, Florida , 13720 Gulf Boulevard, #402
Villa Madeira 402 - Premier is a beachfront property situated in St Pete Beach, 1.9 km from Treasure Island and 1.2 km from Johns Pass.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $292.56 Show details »

Walk to Everything Downtown EAT - SHOP - PLAY in St Petersburg, USA

Walk to Everything Downtown EAT - SHOP -...

Holiday home in St Petersburg near Oldsmar, Florida , 201 6th Street South 301
Ideally set right in the centre of St Petersburg, Walk to Everything Downtown EAT - SHOP - PLAY offers city views and a terrace.
  • Parking

no reviews

from $170.67 Show details »

Sunshine-Shopping-Dining In the heart of Downtown in St Petersburg, USA

Sunshine-Shopping-Dining In the heart of...

Holiday home in St Petersburg near Oldsmar, Florida , 201 6th Street South 305
Featuring a spa bath and city view, Sunshine-Shopping-Dining In the heart of Downtown is located in the centre of St Petersburg.
  • Parking

no reviews

from $137.29 Show details »

RETRO RETREAT in DTSP - Explore the downtown area in St Petersburg, USA

RETRO RETREAT in DTSP - Explore the down...

Holiday home in St Petersburg near Oldsmar, Florida , 201 6th Street South 206
Attractively located right in the heart of St Petersburg, RETRO RETREAT in DTSP - Explore the downtown area offers city views and a terrace.
  • Parking

no reviews

from $169.33 Show details »

Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP in St Petersburg, USA

Wine-Dine-Sunshine Cozy Flat in The Hear...

Holiday home in St Petersburg near Oldsmar, Florida , 201 6th Street South 202
Conveniently set in a central area of St Petersburg, Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP offers city views and a terrace.
  • Parking

Good 9 Reviews 7.4

from $159.00 Show details »

Unique, Charming & Cozy House in St. Petersburg in St Petersburg, USA

Unique, Charming & Cozy House in St. Pet...

Holiday home in St Petersburg near Oldsmar, Florida
Unique, Charming & Cozy House in St.
  • Parking
  • Pets allowed

no reviews

from $214.67 Show details »

408 - Sea Breeze in St Pete Beach, USA

408 - Sea Breeze

Holiday home in St Pete Beach near Oldsmar, Florida
Set in St Pete Beach, 408 - Sea Breeze is 7 km from St Pete Beach Theatre.
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning
  • Refrigerator

Very good 2 Reviews 8.5

from $358.37 Show details »

107 - Sea Breeze in St Pete Beach, USA

107 - Sea Breeze

Holiday home in St Pete Beach near Oldsmar, Florida
Offering accommodation with air conditioning, 107 - Sea Breeze is set in St Pete Beach, 7 km from St Pete Beach Theatre.
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning
  • Refrigerator

no reviews

from $221.33 Show details »

Happy Home in St Pete Beach, USA

Happy Home

Holiday home in St Pete Beach near Oldsmar, Florida , 13405 Gulf Blvd.
Happy Home features a balcony and is situated in St Pete Beach, within just 1.4 km of Treasure Island and 700 metres of Johns Pass.
  • Parking
  • Fitness centre

Good 2 Reviews 7.5

from $297.75 Show details »

Sea Breeze 106 in St Pete Beach, USA

Sea Breeze 106

Holiday home in St Pete Beach near Oldsmar, Florida , 13500 Gulf Blvd., US
Situated in St Pete Beach, a few steps from Madeira Beach and 1.5 km from Treasure Island, Sea Breeze 106 offers air conditioning.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $285.71 Show details »

308 Sea Breeze Condo in St Pete Beach, USA

308 Sea Breeze Condo

Holiday home in St Pete Beach near Oldsmar, Florida , 13500 Gulf Blvd
Situated in St Pete Beach, a few steps from Madeira Beach and 1.5 km from Treasure Island, 308 Sea Breeze Condo offers free WiFi and air conditioning.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Shower

Very good 3 Reviews 8.0

from $267.00 Show details »

C4-Octopus in St Pete Beach, USA

C4-Octopus

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #4/Octopus
C4-Octopus has a balcony and is situated in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Very good 9 Reviews 8.2

from $207.91 Show details »

C2-Seahorse in St Pete Beach, USA

C2-Seahorse

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #2/Seahorse
C2-Seahorse has a balcony and is set in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Very good 12 Reviews 8.1

from $207.91 Show details »

C6-Manatee in St Pete Beach, USA

C6-Manatee

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #6/Manatee
C6-Manatee features a balcony and is located in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Very good 10 Reviews 8.3

from $207.91 Show details »

C5-Sea Crab in St Pete Beach, USA

C5-Sea Crab

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #5/Sea Crab
C5-Sea Crab has a balcony and is situated in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Very good 3 Reviews 8.3

from $213.06 Show details »

C1-Sea Turtle in St Pete Beach, USA

C1-Sea Turtle

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #1/Sea Turtle
C1-Sea Turtle features a balcony and is located in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Fabulous 2 Reviews 9.0

from $226.36 Show details »

C3-Star Fish in St Pete Beach, USA

C3-Star Fish

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #3/Star Fish
C3-Star Fish has a balcony and is situated in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Exceptional 3 Reviews 9.7

from $212.20 Show details »

C7-Dolphin in St Pete Beach, USA

C7-Dolphin

Holiday home in St Pete Beach near Oldsmar, Florida , 13302 1st Street East, Cottage #7/Dolphin
C7-Dolphin has a balcony and is situated in St Pete Beach, within just 200 metres of Madeira Beach and 1.3 km of Treasure Island.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Fabulous 16 Reviews 8.9

from $252.10 Show details »

Freshly Remodeled Home in Downtown St Petersburg! in St Petersburg, USA

Freshly Remodeled Home in Downtown St Pe...

Holiday home in St Petersburg near Oldsmar, Florida
Situated in the centre of St Petersburg, 1.9 km from Spa Beach and 1.3 km from Tropicana Field, Freshly Remodeled Home in Downtown St Petersburg! offe...
  • Parking
  • Internet facilities
  • TV
  • Hairdryer
  • Refrigerator

Very good 5 Reviews 8.2

from $239.00 Show details »

607 - Madeira Bay Resort in St Pete Beach, USA

607 - Madeira Bay Resort

Holiday home in St Pete Beach near Oldsmar, Florida
Set in St Pete Beach, 200 metres from Madeira Beach and 1.3 km from Treasure Island, 607 - Madeira Bay Resort offers free WiFi and air conditioning.
  • Fitness centre
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning

Exceptional 1 Reviews 10.0

from $261.30 Show details »

409 - Madeira Bay Resort in St Pete Beach, USA

409 - Madeira Bay Resort

Holiday home in St Pete Beach near Oldsmar, Florida
409 - Madeira Bay Resort offers accommodation in St Pete Beach.
  • Fitness centre
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning

no reviews

from $294.23 Show details »

305 - Madeira Bay Resort in St Pete Beach, USA

305 - Madeira Bay Resort

Holiday home in St Pete Beach near Oldsmar, Florida
Located in St Pete Beach, 100 metres from Madeira Beach and 1.1 km from Treasure Island, 305 - Madeira Bay Resort offers free WiFi and air conditionin...
  • Fitness centre
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning

Fabulous 7 Reviews 8.9

from $206.27 Show details »

302 - Chambre in St Pete Beach, USA

302 - Chambre

Holiday home in St Pete Beach near Oldsmar, Florida
Featuring air conditioning, 302 - Chambre offers accommodation in St Pete Beach.
  • Swimming pool
  • Swimming Pool

no reviews

from $346.50 Show details »

303 - Chambre in St Pete Beach, USA

303 - Chambre

Holiday home in St Pete Beach near Oldsmar, Florida
Situated 6 km from St Pete Beach Theatre and 9 km from Boca Ciega Bay Aquatic Preserve, 303 - Chambre offers accommodation in St Pete Beach. 303 - Cha...
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker
  • Air conditioning
  • Refrigerator

no reviews

from $360.47 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