A coastal residential area with a beach, roads, and a marina.

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Our top choices for Englewood holiday rentals

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (30 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is £463
includes taxes & fees
19 Oct - 20 Oct
Chadwick Cove Resort & Marina

2. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.2 out of 10, Wonderful, (18 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
The price is £282
includes taxes & fees
13 Oct - 14 Oct
Bayfront Condo, Prime Beach Access, Manasota Key

3. 3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (86 reviews)
"Wish we could have stayed longer We will definitely be back"
United States
Kendra
The price is £403
includes taxes & fees
1 Nov - 2 Nov
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

4. Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
Manasota Key
10.0 out of 10, Exceptional, (2 reviews)
"This place has everything! Chris was friendly and helpful. I loved the location with a short walk to the beach and a view of the bay on the back porch. I will absolutely return"
United States
Christy S.
The price is £237
includes taxes & fees
21 Oct - 22 Oct
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

5. 3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (78 reviews)
"The property was very clean and had an excellent location for the beach. The parking is a little tight but they can make accommodations if needed. The unit we stayed in all had views of the beach and balconies. This place is amazing. I will definitely stay there again and highly recommended it."
United States
Dawn
The price is £357
includes taxes & fees
21 Oct - 22 Oct
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

6. Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
Olde Englewood Village
10.0 out of 10, Exceptional, (2 reviews)
"We had an excellent stay and would absolutely recommend this property. The home was exceptionally clean, well-maintained, and very comfortable throughout our visit. It was clear that the owners take great pride in keeping the property in top condition.Everything was exactly as described, and we felt right at home from the moment we arrived. The comfortable accommodations and attention to cleanliness made our stay relaxing and enjoyable. We would gladly stay here again and highly recommend it to...
United States
Andrew D.
The price is £84
includes taxes & fees
11 Oct - 12 Oct
Paradise in the heart of Old Englewood Village

7. Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is £183
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom house in Englewood with WiFi and AC

8. Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Manasota Key
9.2 out of 10, Wonderful, (68 reviews)
"Great unit, super close to the beach, we love it!!"
United States
Roberto O.
The price is £362
includes taxes & fees
21 Oct - 22 Oct
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

9. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (7 reviews)
"Great little spot!"
United States
Matthew
The price is £215
includes taxes & fees
16 Oct - 17 Oct
Path to Paradise.

10. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is £276
includes taxes & fees
25 Oct - 26 Oct
Turtle Cay at The Beach Shack! Come On Down!

11. Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
Manasota Key
9.4 out of 10, Exceptional, (56 reviews)
"very clean and up to date."
United States
Jonathan C.
The price is £617
includes taxes & fees
13 Oct - 14 Oct
Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

12. BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.
Manasota Key
9.8 out of 10, Exceptional, (128 reviews)
"Second time staying here and we LOVE it! Highly recommend for little fisherman. My son absolutely loves having a dock to fish on plus the beach."
United States
Tiffany S.
The price is £348
includes taxes & fees
13 Oct - 14 Oct
BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

13. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay and it was perfect for our trip to explore the beaches and parks in the area. Clean spacious and had everything we needed. Very nice owners with extra touches of hospitality! Love this gem and will be back!"
United States
Tracie
The price is £198
includes taxes & fees
12 Oct - 13 Oct
Nautical Nook

14. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (16 reviews)
"Very clean house, nice place to stay"
United States
Linda G.
The price is £194
includes taxes & fees
24 Oct - 25 Oct
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

15. Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles
Englewood Central
10.0 out of 10, Exceptional, (18 reviews)
"We only stayed one night, but had a wonderful experience. The house is immaculate, and has everything you need. Loved our stay, we will stay again when we are back in town"
United States
Deborah C.
The price is £293
includes taxes & fees
16 Oct - 17 Oct
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

16. Beach house - 3 min walk to beach!

Beach house - 3 min walk to beach!
Manasota Key
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property thank you for everything"
United States
William
The price is £372
includes taxes & fees
16 Oct - 17 Oct
Beach house - 3 min walk to beach!

17. 50 steps to uncrowded beach - 2 king beds - Pac Man arcade - summer beach fun!

50 steps to uncrowded beach - 2 king beds - Pac Man arcade - summer beach fun!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay!"
United States
Janelle G.
The price is £333
includes taxes & fees
28 Oct - 29 Oct
50 steps to uncrowded beach - 2 king beds - Pac Man arcade - summer beach fun!

18. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is £775
includes taxes & fees
12 Oct - 13 Oct
Gulf View Condominiums

19. Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (61 reviews)
"Always an amazing stay"
United States
christine w.
The price is £261
includes taxes & fees
12 Oct - 13 Oct
Waterfront Getaway, a Boating Paradise

20. 1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
Englewood South
9.2 out of 10, Wonderful, (91 reviews)
"Easy access to Englewood beach and Stump Pass State Park. Home was nice and quiet throughout the day at very different times. David communicated very well and the place had everything we were looking for."
United States
Brian V.
The price is £345
includes taxes & fees
12 Oct - 13 Oct
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Englewood Hotel Reviews

Find out more about Englewood

Everything you need to know about Englewood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Englewood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Englewood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Englewood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Englewood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Englewood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Englewood holiday rentals we have selected for you start as low as £198 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Englewood rentals

At Expedia, we put the best Englewood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Englewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Englewood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Englewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Can I find a holiday rental in Englewood?

Yes, there are holiday rentals close to the most popular sights in Englewood, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Englewood. Make sure you have time to check out the parks while you're in the area.

What are some of the best holiday rentals that Englewood has to offer?

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!: This highly rated holiday home rental in Englewood is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Englewood include Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre and Beachside Bliss: Family-Friendly.

How many holiday rentals are there in Englewood?

Choose from 413 Expedia holiday rentals in Englewood for a memorable holiday.

What can I see and do in Englewood?

Blind Pass Beach and Lemon Bay are a couple of scenic spots to enjoy the outdoors, whereas Lemon Bay Playhouse is one of the cultural attractions. Other places in town to visit include Manasota Beach and Englewood Beach.

What are holiday rentals like in Englewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Englewood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.