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Odessa holiday lettings

We found 3,763 holiday rentals — enter your dates for availability

Discover a selection of 20 homes and other holiday rentals in Odessa that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Odessa

Showing deals for:2 Jan - 9 Jan
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Find out more about Odessa

Find out more about Odessa

Why visit Odessa

  • Outdoor Activities: Odessa is perfect for family holidays, featuring numerous parks, golf courses, and inviting beaches for relaxation.
  • Cultural Attractions: Explore the local culture at the Odessa Opera and Theatre, showcasing the area's artistic charm.
  • Exciting Excursions: Engage in tours that highlight the region's beauty, offering a mix of adventure and leisure.
  • Variety of Accommodations: Choose from stylish condos to cosy holiday homes, ensuring a comfortable stay tailored to your needs.
  • Welcoming Atmosphere: Experience the warmth of friendly locals, making your visit to Odessa truly memorable.

Popular types of accommodation in Odessa

If you're planning a getaway to Odessa, the next exciting step is selecting your accommodation. From stylish condos and charming private holiday homes to comfortable apartments, there's a wide array of options to suit every preference. Explore the best holiday rentals and hotels in Odessa to ensure a memorable stay filled with comfort and convenience. Dive into our selection of top-notch accommodation in Odessa for a truly delightful experience.

  • Condos: The most sought-after accommodation in Odessa, offering modern amenities and a vibrant community atmosphere.
  • Houses: A popular choice for families and groups, providing ample space and a home-like feel.
  • Apartments: Ideal for those seeking convenience, these rentals are often centrally located and fully equipped.
  • Cottages: A delightful option for a quaint and serene escape, perfect for couples or small families.
  • Villas: Luxurious and spacious, these properties offer a taste of opulence for your holiday experience.**

Top attractions near Odessa

Odessa, Florida, is an ideal destination for outdoor family holidays, offering a variety of attractions such as urban parks, theme parks, and golf courses. Visitors can enjoy scenic experiences while exploring local culture through sites like the Odessa Opera and Theatre. Additional activities include tours of the area, ensuring a delightful blend of relaxation and adventure for all ages.

  • Busch Gardens Tampa Bay: A thrilling theme park renowned for its exotic animal exhibits, exhilarating rides, and captivating shows, perfect for families seeking adventure and entertainment, located 8.1km from Odessa.
  • University of South Florida: A vibrant modern university that exudes a lively city atmosphere, offering beautiful campus grounds and cultural events, situated 7.5km from Odessa.
  • Yuengling Center: An exciting arena hosting a variety of entertainment events, from concerts to family shows, making it a great spot for all ages, located 7.5km from Odessa.

Things to do recommended for couples

Odessa offers delightful romantic experiences for couples. Enjoy a round of golf at the luxurious Hunter's Green Country Club, take a scenic Skyride gondola adventure, or indulge in fine wines at the charming Florida Estates Winery, perfect for creating unforgettable memories together.

Things to do recommended for families

Your family will have a fantastic time at Adventure Island, a thrilling waterpark just 8.1km from Odessa. Enjoy ice skating at Advent Health Center Ice, located 6.8km away, or unleash your inner racer at Grand Prix Tampa, a karting experience only 6.2km from Odessa.

Things to do recommended for groups

Experience the thrill of golf at TPC of Tampa Bay, only 1.2km from Odessa, or enjoy a day of shopping and entertainment at Westfield Citrus Park, located 5.0km away. For more golfing, visit Plantation Palms Golf Club, also 5.0km from your base in Odessa.

What do I need to keep in mind when booking a vacation in 'Odessa

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Odessa with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Odessa with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are enjoyable for the whole family.
  • Taking your pets with you to Odessa: For many, a family holiday wouldn't feel complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Odessa: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Odessa

Odessa, Florida, offers a delightful holiday experience for families and outdoor enthusiasts alike. With its inviting atmosphere and friendly locals, visitors can explore scenic parks, enjoy relaxing beach days, and embark on excursions that showcase the region's charm. Nearby attractions enhance the experience, providing a perfect backdrop for memorable family-friendly adventures and tranquil getaways. Whether you're seeking a bustling vibe or a peaceful retreat, Odessa promises an enjoyable trip filled with warmth and discovery.

  • Lake Keystone: Nestled in the tranquil surroundings of Odessa, Lake Keystone is a picturesque neighbourhood renowned for its outdoor charm and scenic beauty. Visitors flock to this area for a romantic getaway or a peaceful retreat. The local golf courses offer an enjoyable experience for enthusiasts, while the nearby shopping mall centre caters to those looking to indulge in retail therapy. Natural landmarks such as the serene lake and winding river enhance the area's allure, making it an ideal spot for leisurely strolls and picnics amidst nature.
  • Lake Fern: A quaint village located in the Odessa region, Lake Fern is perfect for families seeking an outdoor adventure. The area is rich in natural beauty, with lakes and bays providing a stunning backdrop for various activities. Visitors can explore educational attractions or spend a fun-filled day at the amusement park. The village's leisurely atmosphere and proximity to town neighbourhoods make it a delightful place to unwind with loved ones, creating lasting memories amidst the scenic landscape.
  • Cheval: Situated a mere three miles from Odessa, Cheval is an appealing neighbourhood that combines outdoor sports with scenic vistas. The area is well-known for its top-notch golf courses and exclusive country private clubs, attracting sports enthusiasts and those who appreciate a refined lifestyle. With its proximity to the bay and charming town neighbourhoods, Cheval provides a perfect balance of activity and relaxation. The event conference venue adds a touch of sophistication, making it a suitable destination for both leisure and business travellers alike.

Best time to go to Odessa

If you're planning a trip to Odessa, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January to February and September, while off-peak times, like May to June and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.1°F (15.6°C)Light RainMostly SunnySlightly HighSlightly Low
February63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
March66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.4°F (25.2°C)Light RainMostly SunnySlightly LowAverage
June81.3°F (27.4°C)Light RainMostly SunnySlightly LowSlightly High
July82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly High
August82.8°F (28.2°C)Light RainMostly SunnySlightly LowAverage
September80.4°F (26.9°C)Light RainMostly SunnySlightly HighSlightly Low
October75.2°F (24.0°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
November68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
December64.0°F (17.8°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you keen to make your next getaway more affordable? Being flexible with your travel dates can certainly make a difference, as prices can fluctuate quite a bit. Additionally, opting for a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's inventive Trip Board offers you a dedicated area to plan new journeys, pick up where you last paused, or review and arrange your travel plans. You can easily find the properties you've saved or booked previously under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly city of Odessa awaits you

The lake and other outdoor surroundings create an inviting atmosphere in Odessa. Travellers especially like the restaurants, shopping and golfing in this welcoming and relaxing city. Busch Gardens Tampa Bay and Raymond James Stadium are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Odessa

Are you hoping to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Odessa a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Busch Gardens Tampa Bay (12.9 mi / 20.7 km)
  • TPC of Tampa Bay (2.4 mi / 3.9 km)
  • Tampa Bay Downs (10.5 mi / 16.9 km)
  • Advent Health Center Ice (10.8 mi / 17.4 km)
  • ZooTampa at Lowry Park (12.6 mi / 20.3 km)
  • Adventure Island (13 mi / 20.9 km)

Exploring the natural features in Odessa

Whether you're looking for adventure or just want to take in the scenery, Odessa is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (28.8 mi / 46.3 km)
  • Green Key Beach (13.2 mi / 21.2 km)
  • Sunset Beach (14.4 mi / 23.2 km)
  • Ben T. Davis Beach (14.5 mi / 23.4 km)
  • Wesley Chapel District Park (15.5 mi / 25 km)
  • Hudson Beach (15.7 mi / 25.2 km)

Transport to and around Odessa

The nearest airport is in Tampa, FL (TPA-Tampa Intl.), located 13.9 mi (22.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Tampa, FL (TPF-Peter O. Knight), which is 19.6 mi (31.5 km) away.

Frequently asked questions

What is the best area to stay in Odessa when booking a holiday rental?
When considering a holiday rental in Odessa, Florida, a popular area to stay is the picturesque Lakes of Odessa neighbourhood. This charming community offers a serene atmosphere with its beautiful lakes and lush greenery, ideal for those looking to unwind and enjoy nature. The area boasts a variety of properties, providing ample choice for visitors seeking a peaceful retreat.

Another excellent option is the Keystone neighbourhood, which is known for its spacious homes and proximity to parks. The nearby Upper Tampa Bay Park is a fantastic attraction, offering hiking trails, birdwatching opportunities, and scenic views of the bay. This area is great for families or anyone looking to engage in outdoor activities while still being close to the vibrant culture of the surrounding regions.
How much does it cost to rent a holiday home in Odessa?
Prices for holiday rentals in Odessa vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Odessa to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Odessa holiday house rentals?
You can find great discounts on house rentals in Odessa on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Odessa?
For renting a beach house in Odessa, Florida, travellers should focus on the nearby coastal areas, particularly along the Gulf of Mexico. The charming community of Tarpon Springs, just a short drive away, offers several holiday rental options close to the beach. Here, you can find properties with features such as private pools, spacious verandas, and easy access to sandy shores, making them superb for families and groups seeking a seaside getaway.

Another appealing area is the waterfront community of Palm Harbor, where many rentals boast stunning views of the bay and come equipped with outdoor amenities like barbecues and shaded patios. This area allows for leisurely strolls along the waterfront and proximity to local dining options, adding to the holiday experience.

For those interested in a livelier atmosphere, the beaches of Clearwater are not far from Odessa. This popular destination provides a variety of rental properties, from beachfront condos to luxurious houses with direct beach access. Many of these accommodations feature modern amenities such as gourmet kitchens, hot tubs, and spacious living areas, ideal for entertaining after a day spent soaking up the sun.
What is the most popular type of holiday rental accomodation in Odessa?
In Odessa, holiday houses are the most prevalent type of rental accommodation, with around 20 available throughout the area. These houses are often located in peaceful neighbourhoods, providing a comfortable and spacious environment for families or groups. Most holiday houses come equipped with fully furnished kitchens, living areas for relaxation, and outdoor spaces such as patios or gardens for enjoying the warm Florida weather.
Are there any family house rentals in Odessa?
In Odessa, Florida, families will find a variety of house rentals available—approximately 21 options throughout the area. The locale is great for family gatherings, with many properties featuring spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas for children to enjoy. Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even private pools, ensuring a comfortable and enjoyable stay.
Can I rent a holiday home with a pool or hot tub in Odessa?
In Odessa, Florida, there are several holiday homes available for rent that come with pools or hot tubs, with around 10 options to choose from. This charming area offers a mix of serene residential neighbourhoods, making it an appealing destination for those seeking relaxation. Many of these properties feature private pools, inviting hot tubs, and spacious outdoor areas, great for enjoying the warm Florida weather.
Can I find long-stay holiday rentals in Odessa?
A long-stay holiday rental in Odessa is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Odessa?
In Odessa, Florida, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with pets. Many of these properties come equipped with modern amenities, such as fully stocked kitchens, private yards, and spacious living areas, making them ideal for families or groups looking to enjoy a comfortable stay.
Are there any remote work holiday rentals in Odessa?
In Odessa, Florida, there are numerous options for remote work holiday rentals, with around 28 available. This area is well-suited for those looking to combine work and leisure, as many properties come equipped with essential amenities for remote working. Expect to find features such as dedicated office spaces, desks, computer monitors, and reliable Wi-Fi, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Odessa holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Odessa with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Odessa?
In Odessa, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many rentals also feature microwaves and refrigerators for added convenience. Outdoor spaces such as patios are common, providing a lovely area to relax and enjoy the pleasant Florida weather.
When is the best time to visit Odessa for a holiday rental?
February is the most popular month to visit Odessa, Florida, as it falls within the peak season that spans from January to March. This period sees an influx of travellers eager to soak up the sun and enjoy the area's stunning beaches and outdoor activities. With average temperatures in the mid-20s Celsius, February offers ideal conditions for beach outings, water sports, and exploring the scenic coastline.

During these peak months, Odessa becomes a vibrant hub of activity, with plenty of opportunities for sightseeing, dining, and enjoying local events. Whether you're lounging on the sandy shores or indulging in fresh seafood at nearby restaurants, the comfortable climate makes it superb for outdoor enjoyment.

If you're looking for a more budget-friendly option, consider visiting in August. Although this month is part of the low season, it still offers warm weather and fewer crowds, allowing for a more relaxed experience. You can enjoy the local charm and perhaps catch some seasonal deals on holiday rentals.
How early should I book a Odessa holiday rental?
Book your Odessa holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Odessa?
In Odessa, Florida, visitors can enjoy a variety of attractions that highlight the natural beauty and local charm of the area. The picturesque Lake Keystone is a popular spot for water activities, including kayaking and fishing, and offers scenic views for those staying nearby. The area is also home to the expansive Jay B. Starkey Wilderness Park, which features miles of trails for hiking and biking, making it ideal for outdoor enthusiasts.
Can I change or cancel my Odessa home rental booking on Vrbo?
To find Odessa holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Odessa holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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