Glen Oaks holiday lettings
We found 27 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Glen Oaks that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, including parking and a TV. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Find spaces that suit your style
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Condo/Apartment
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Villa
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Find the best place to stay - Glen Oaks
Heated Pool 3bdr 2bth Close to Downtown
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Family fun amenities for all ages!Two bedroom ,sleeps 6, pet friendly ,relaxing.
Sleeps 6 · 2 bedrooms · 1 bathroom
Glen Oaks Villa Getaway w/ Htd Pool
Sleeps 6 · 2 bedrooms · 2 bathrooms
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
Spacious Home with Pool Close to Beaches and Downtown
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
22 reviews(22 reviews)
Afterdune Delight | PET-FRIENDLY w/ Backyard + Lanai
Sleeps 5 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Top rated rentals - Glen Oaks
Breeze or Not
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Glen Oaks?
In Glen Oaks, holiday houses and villas are the most popular types of rentals, with several options available throughout the area. These properties typically feature spacious layouts, often including multiple bedrooms and fully equipped kitchens, making them ideal for families or groups. Many of these rentals offer private outdoor spaces, such as patios or gardens, superb for relaxation after a day of exploring the nearby attractions.
Are there any beach house rentals in Glen Oaks?
In Glen Oaks, Florida, there are 16 beach house holiday rentals available. These properties are primarily located near the scenic coast, providing easy access to stunning beaches and local attractions. Expect spacious rooms typically featuring multiple bedrooms, fully equipped kitchens, and inviting living areas for relaxing after a day of sun and sand. Many beach houses also come with outdoor spaces such as patios or decks, superb for enjoying the warm Florida evenings.
How much does it cost to rent a holiday home in Glen Oaks?
Prices for holiday rentals in Glen Oaks 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 Glen Oaks 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 Glen Oaks holiday house rentals?
You can find great discounts on house rentals in Glen Oaks 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 Glen Oaks holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Glen Oaks 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 holiday rentals in Glen Oaks?
A long-stay holiday rental in Glen Oaks 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 any remote work holiday rentals in Glen Oaks?
In Glen Oaks, Florida, there are several remote work holiday rentals available, making it a suitable destination for those needing to balance work and leisure. Many of these properties are equipped with essential amenities such as Wi-Fi, desks, and desk chairs, providing a comfortable environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Glen Oaks holiday rental?
Book your Glen Oaks 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.
Can I change or cancel my Glen Oaks home rental booking on Vrbo?
To find Glen Oaks 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 Glen Oaks 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.