Olde Englewood Village holiday rentals
We found 164 holiday rentals — enter your dates for availability
Select from 47 homes, 17 cottages and other holiday rentals in Olde Englewood Village to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Find properties near top attractions in Olde Englewood Village
Find the best place to stay - Olde Englewood Village

Key Lime Paradise, our Englewood Waterfront House with Dock and Gulf Access
Sleeps 6 · 2 bedrooms · 2 bathrooms

Steps to Water! Dock, Sunsets, and Hot Tub! Englewood, Fl. The Best Kept Secret!
Sleeps 6 · 2 bedrooms · 1 bathroom

Palm Grove Paradise. Beautiful Waterfront 3-bedroom house in quaint Englewood
Sleeps 6 · 3 bedrooms · 2 bathrooms

Waterfront 4BR Retreat on 6' plus deep water canal - Near beach and Downtown
Sleeps 8 · 4 bedrooms · 2 bathrooms

The Manor House on Lemon Bay. Available for season. Spacious Home. Heated Pool!
Sleeps 4 · 2 bedrooms · 1 bathroom

Paradise Cove at Lemon Bay
Sleeps 4 · 1 bedroom · 2 bathrooms
- 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Olde Englewood Village for a holiday rental?
The best time to visit Olde Englewood Village for a holiday rental is during the peak season from January to March, with March being particularly popular. This vibrant period attracts visitors seeking warm weather and outdoor activities, making it ideal for those who enjoy leisurely strolls along the beautiful beaches and exploring the charming local shops.During these months, temperatures typically hover around 20 to 28 degrees Celsius, creating a pleasant climate for sightseeing and engaging in water sports. The area buzzes with energy as tourists arrive to partake in the many events and activities hosted throughout the village, offering a lively option that enhances your holiday experience.For travellers looking for more economical options, consider visiting in October when the crowds thin out, and the weather remains warm. This month offers a quieter experience, allowing you to appreciate the local culture and natural beauty without the hustle and bustle of the peak season.
What are the top attractions in Olde Englewood Village, Florida, United States of America?
In Olde Englewood Village, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The Englewood Beach is a popular spot, known for its soft, white sands and clear waters, making it ideal for sunbathing, swimming, and beachcombing. Just a short distance away, the historic Dearborn Street offers quaint shops, local eateries, and art galleries, providing a delightful atmosphere for leisurely strolls.Furthermore, the nearby Lemon Bay Park features walking trails and opportunities for wildlife viewing, allowing nature enthusiasts to explore the local flora and fauna. For those interested in fishing, the surrounding waters offer ample opportunities, whether from the shore or on a charter boat.
Are all fees included in the Olde Englewood Village holiday homes prices shown on Stayz?
Stayz 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.
Are there any Olde Englewood Village holiday homes with parking?
Stayz offers a wide selection of holiday homes in Olde Englewood Village 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 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.
Are there any discounts for Olde Englewood Village holiday homes?
You can find great discounts on holiday homes in Olde Englewood Village on Stayz, 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.
Can I change or cancel my Olde Englewood Village holiday home booking on Stayz?
To find Olde Englewood Village holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Olde Englewood Village?
A long-stay holiday home in Olde Englewood Village 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Olde Englewood Village holiday home?
Book your Olde Englewood Village holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Olde Englewood Village?
Prices for holiday homes in Olde Englewood Village 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. Stayz offers something for every taste and budget, from affordable homes in Olde Englewood Village to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

