East Lake Woodlands vacation rentals

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August 2025

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Discover a selection of vacation rentals in East Lake Woodlands that are perfect for your trip. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, such as a garden and pool. At the end of the day, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Condo/Apartment

Find the best place to stay - East Lake Woodlands

Cypress Place | Your Serene Retreat near Tampa!

Sleeps 4 · 2 bedrooms · 2 bathrooms

Beautiful Condo in prime Florida location within premier gated community.

Sleeps 4 · 2 bedrooms · 2 bathrooms

Top rated rentals - East Lake Woodlands

Premier Host

Nice Place!

We were very pleased with the accommodations. It was clean and efficient. Also centrally located to places we wanted to attend: spring training ball parks, beaches, Tampa and Busch Gardens to name a few. I would recommend this location.

Janet T.

Stayed Feb 2023

Premier Host

Line

Great quiet location overlooking a beautiful pond with many birds. Very clean. Condo has everything you need.

Line P.

Stayed May 2025

Premier Host

Close to Park

Really enjoyed being close to Sheffield Park and the bike trails. They also had a kayak launch site into the canal leading to the Bay. Great location for active people.

Janet B.

Stayed Dec 2024

Premier Host

Quiet, clean and comfortable stay

Place was clean, had no issues, everything worked, host was communicative and friendly, easy to get to, location was perfect - central to everything we wanted to do. I would stay here again Suggestion: I arrived at night and lights were off so it took a bit longer to find the house. Labelling the light switches will also help new guests

E K.

Stayed Mar 2024

Private back patio, looking at wildlife area.

Premier Host

Great stay

Everything we need and peace and quiet and super close to everything!!

Shawn C.

Stayed Oct 2022

Premier Host

Tampa Florida

Comfortable and spacious clean good location for beaches shopping and restaurants.

Kris S.

Stayed May 2025

Home Away from Home

We were familiar with the area before we booked it, but the condo itself was beyond our expectations. For those that do not know the area, you will be surprised at how close you are to all amenities, but yet removed from the feeling of concrete and "business'' of the world. The natural surroundings and the evening quiet after a busy day with family, lent itself to a very peaceful atmosphere perfect for unwinding after very busy days with our family. Thank you Victoria!, Your home allowed us and our Florida family a most memorable time in which we will hold in our hearts forever.

jan h.

Stayed Oct 2024

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More space, more privacy, more amenities — more value

Find out more about East Lake Woodlands

Why visit East Lake Woodlands

Scenic Outdoor Activities: Enjoy a variety of outdoor adventures, from exploring East Lake to hiking in nearby urban parks.
Family-Friendly Attractions: Discover numerous activities suitable for all ages, ensuring a memorable trip for the entire family.
East Lake Woodlands Country Club: Experience leisure and relaxation at this welcoming club, perfect for golf enthusiasts.
Charming Accommodations: Choose from a range of vacation rentals, including cozy condos and spacious homes with pools.
Friendly Local Community: Engage with welcoming locals and enjoy the inviting atmosphere of this picturesque neighbourhood.

Popular types of accommodation around East Lake Woodlands

Explore the charm of East Lake Woodlands with our diverse selection of vacation rentals. Whether you're looking for cozy condos, spacious private homes, or modern apartments, we have options to suit every taste and budget. Many of our East Lake Woodlands accommodations feature refreshing swimming pools, perfect for relaxing after a day of adventure. Discover your ideal getaway and enjoy a memorable stay in this beautiful community.

Condos: The top choice for vacation rentals in East Lake Woodlands, offering modern amenities and convenience for a delightful stay.
Houses: A fantastic option for families or groups, providing spacious living and a home-like atmosphere.
Apartments: A popular selection for those seeking a comfortable and practical place to stay during their visit.
Cottages: These charming retreats offer a cozy and intimate experience amidst beautiful surroundings.
Villas: A luxurious choice that combines elegance and comfort for an upscale vacation experience.**

Top attractions around East Lake Woodlands

East Lake Woodlands in Oldsmar, Florida, offers a delightful mix of outdoor and family-friendly activities. With its stunning beaches, urban parks, and marinas, there's plenty to explore for those seeking a vibrant city experience. Whether you're travelling solo, with family, or friends, you'll find numerous attractions that cater to your interests and provide memorable experiences in this charming area.

Innisbrook Golf Club: A stunning golf resort located 8.0km from East Lake Woodlands, offering picturesque courses and a family-friendly atmosphere, perfect for both avid golfers and those looking to relax.
Clearwater Beach: Renowned for its soft white sands and crystal-clear waters, this beach is situated 16.1km away and provides a vibrant beach vibe, ideal for sunbathing and water sports.
Ruth Eckerd Hall: Located 8.0km from East Lake Woodlands, this entertainment venue features a diverse lineup of performances in a family-friendly setting, making it a great spot for a night out.

Things to do recommended for couples

For a romantic getaway in East Lake Woodlands, enjoy a fun round of mini-golf at Congo River Golf in Clearwater, savour a delightful meal at 400 Beach, or take a scenic ride on the Skyride cable car to appreciate the beautiful outdoors together.

Things to do recommended for families

While visiting East Lake Woodlands, families can catch a game at BayCare Ballpark or enjoy some outdoor fun at the Eddie C. Moore Softball Complex. For a thrilling day, head to Adventure Island, a fantastic waterpark perfect for all ages, offering adventure and entertainment.

Things to do recommended for groups

Explore the Westfield Countryside Mall for a family-friendly shopping experience, visit the bustling Oldsmar Flea Market for unique finds, or enjoy a day of outdoor fun at the On Top of The World Golf Club, all within a short drive from East Lake Woodlands.

What do I need to keep in mind when booking a vacation around East Lake Woodlands

When planning your trip—whether it's with a group, your family, or even your pets, or if you're considering an extended stay—be sure to prioritize the right features when filtering your options. Here are some helpful booking tips for Vrbo.

Traveling to East Lake Woodlands with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Fortunately, you can easily apply filters for all these options and more on Vrbo.
Traveling to East Lake Woodlands with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
Taking your pets with you to East Lake Woodlands: For many families, a trip wouldn’t feel complete without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your entire family feels at home.
Planning for a long term stay visiting East Lake Woodlands: If you're searching for vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around East Lake Woodlands

East Lake Woodlands, located in Oldsmar, Florida, offers a delightful blend of outdoor activities and family-friendly experiences. Visitors can explore the picturesque East Lake and enjoy the amenities of the East Lake Woodlands Country Club. With its inviting atmosphere, friendly locals, and opportunities for art and relaxation, this charming neighbourhood is perfect for creating lasting memories. Whether you're seeking excursions or simply unwinding in nature, East Lake Woodlands has something for everyone.

Clearwater Beach: Clearwater Beach, located 16.1km from East Lake Woodlands, is renowned for its stunning white sandy shores and vibrant beachfront atmosphere. This bustling city offers an array of family-friendly activities, making it a perfect destination for outdoor enthusiasts. Visitors can enjoy various water sports, explore the nearby theme parks, or relax at luxurious resorts. The iconic Pier 60 is a must-visit for its nightly sunset celebrations, featuring street performers and local artisans. With a plethora of shopping areas and dining options, Clearwater Beach promises a memorable experience for all ages.
Clearwater: Situated 14.5km from East Lake Woodlands, Clearwater is a lively city that offers a delightful mix of beach, outdoor activities, and family-friendly experiences. The city's beautiful beaches are complemented by a charming neighbourhood atmosphere, where visitors can explore local shops and eateries. Clearwater boasts numerous resorts and shopping centres, providing ample opportunities for relaxation and leisure. The Clearwater Marine Aquarium is a notable attraction, where guests can learn about marine life and rehabilitation efforts, making it a great choice for families seeking educational fun.
Dunedin: Dunedin, just 8.0km away from East Lake Woodlands, is a quaint city known for its picturesque waterfront and rich Scottish heritage. This charming locale offers a relaxed outdoor experience with stunning beaches and lush parks. Visitors can stroll along the scenic Dunedin Causeway or explore the vibrant local shops and cafes in the historic downtown area. With family-friendly attractions and beautiful beaches, Dunedin is perfect for those looking to unwind in a welcoming community while enjoying the natural beauty of Florida’s gulf coast.

Best time to go to East Lake Woodlands

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.8°F (16.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Moderately High	Average
March	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	78.1°F (25.6°C)	Light Rain	Mostly Sunny	Average	Average
June	82.0°F (27.8°C)	Moderate Rain	Mostly Sunny	Average	Average
July	83.1°F (28.4°C)	Moderate Rain	Mostly Sunny	Moderately High	Slightly High
August	83.5°F (28.6°C)	Moderate Rain	Mostly Sunny	Average	Average
September	81.3°F (27.4°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
October	76.1°F (24.5°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Vrbo is simple

Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use space for planning your travel adventures. You can create new trips, pick up from where you last left off, or organize your existing plans with ease. Here, you’ll find your saved or booked properties neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in East Lake Woodlands?

In East Lake Woodlands, condos and vacation houses are the most popular types of vacation rentals, with several available throughout the area. Condos typically offer modern amenities such as fully equipped kitchens, open-plan living spaces, and access to communal pools, making them ideal for couples or small families. Vacation houses, on the other hand, often provide more space with multiple bedrooms, private gardens, and outdoor seating areas, great for larger gatherings or families looking for a home-away-from-home experience.

How much does it cost to rent a vacation home in East Lake Woodlands?

Prices for vacation rentals in East Lake Woodlands 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in East Lake Woodlands to more spacious homes.

Are there any discounts for East Lake Woodlands vacation house rentals?

You can find great discounts on house rentals in East Lake Woodlands 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.

Are there any East Lake Woodlands vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in East Lake Woodlands 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.

Can I find long-stay vacation rentals in East Lake Woodlands?

A long-stay vacation rental in East Lake Woodlands 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.

When is the best time to visit East Lake Woodlands for a vacation rental?

September is a particularly popular time to visit East Lake Woodlands, as the summer crowds begin to dissipate and the weather remains pleasantly warm. This transitional month allows travellers to enjoy the area's beautiful outdoor spaces, such as the lush golf courses and serene nature trails, in a more relaxed atmosphere.

Peak season in East Lake Woodlands typically runs from February to April, when visitors flock to the area to take advantage of the mild climate, with temperatures averaging in the mid-20s Celsius. This is an ideal time for those seeking active holidays, whether it's golfing, jogging along picturesque paths, or indulging in nearby water activities. The vibrant community events and festivals during this time add to the lively ambiance, making it a great choice for social adventurers.

If you're looking for a more budget-friendly experience, consider visiting in October. This month offers a quieter setting, with comfortable temperatures still hovering around the low 20s Celsius, great for enjoying leisurely strolls and exploring local attractions without the hustle and bustle of peak tourist season. The fall colours add an extra charm to the landscape, making it a lovely time to take in the scenery.

Are there any remote work vacation rentals in East Lake Woodlands?

In East Lake Woodlands, Florida, there are several vacation rentals that cater to remote workers. The area offers a peaceful environment with a blend of scenic views and local amenities that make it suitable for both work and leisure. Many of these properties feature dedicated workspaces, high-speed internet access, and comfortable seating arrangements, allowing for a productive remote working experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

How early should I book a East Lake Woodlands vacation rental?

Book your East Lake Woodlands vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Can I change or cancel my East Lake Woodlands home rental booking on Vrbo?

To find East Lake Woodlands vacation 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 East Lake Woodlands vacation 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.