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

Holiday Rentals in Englewood

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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
9.0 out of 10, Wonderful, (29 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 €549
includes taxes & fees
23 Sept - 24 Sept
Chadwick Cove Resort & Marina

2. 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 €262
includes taxes & fees
4 Oct - 5 Oct
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

3. 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 €100
includes taxes & fees
4 Oct - 5 Oct
Paradise in the heart of Old Englewood Village

4. 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 €240
includes taxes & fees
23 Sept - 24 Sept
Path to Paradise.

5. 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 €221
includes taxes & fees
17 Oct - 18 Oct
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

6. 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 €217
includes taxes & fees
23 Sept - 24 Sept
Charming 2-bedroom house in Englewood with WiFi and AC

7. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
The price is €225
includes taxes & fees
23 Sept - 24 Sept
Nautical Nook

8. Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all
Englewood Central
9.8 out of 10, Exceptional, (6 reviews)
"This was a beautiful home with everything close by, shops and beach. It has a large outdoor screened in porch, perfect for chilling with the kids!"
United States
Loren J.
The price is €236
includes taxes & fees
23 Sept - 24 Sept
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

9. 1st Floor Pvt Beach Access, New! - Heron's Walk #2

1st Floor Pvt Beach Access, New! - Heron's Walk #2
Manasota Key
9.0 out of 10, Wonderful, (6 reviews)
"I'll just say that we want to come back next! Absolute privacy, close to the beach, stores, etc all close by. It was just perfect for us."
United States
Pradeep P.
The price is €288
includes taxes & fees
4 Oct - 5 Oct
1st Floor Pvt Beach Access, New! - Heron's Walk #2

10. Private Beach Access! New! Heron's Walk #4

Private Beach Access! New! Heron's Walk #4
Manasota Key
8.8 out of 10, Excellent, (22 reviews)
"Great communication. The property was very cute! Enjoyed everything on the key! "
United States
Rose G.
The price is €331
includes taxes & fees
4 Oct - 5 Oct
Private Beach Access! New! Heron's Walk #4

11. Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is €381
includes taxes & fees
23 Sept - 24 Sept
Waterfront Condo Walkable to Everything with Beach Access

12. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful time. My husband caught a fish off the deck. It was nice watching the sun rise, birds, and dolphins. It was very convenient to everything. The condo was comfortable and had everything we needed. It is located in a quiet peaceful setting. I would definitely recommend it it and would stay there again."
United States
Marsha F.
The price is €334
includes taxes & fees
23 Sept - 24 Sept
Bayfront Condo, Prime Beach Access, Manasota Key

13. 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)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is €319
includes taxes & fees
1 Oct - 2 Oct
Turtle Cay at The Beach Shack! Come On Down!

14. 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 €297
includes taxes & fees
23 Sept - 24 Sept
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

15. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Great stay, great host, and a great time!"
United States
Christopher G.
The price is €266
includes taxes & fees
23 Sept - 24 Sept
2-bedroom pool house with golf cart in Englewood, close to the beaches!

16. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is €326
includes taxes & fees
23 Sept - 24 Sept
Flamingo's Nest at the Beach Shack. Just one block from the beach!

17. Tranquil and close to Englewood beach

Tranquil and close to Englewood beach
Englewood South
9.8 out of 10, Exceptional, (10 reviews)
"Clean and the Host was great! Will stay again!"
United States
Rob M.
The price is €210
includes taxes & fees
4 Oct - 5 Oct
Tranquil and close to Englewood beach

18. Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (70 reviews)
"Excellent stay at Pura Vida——-clean, cool rooms, very relaxing experience on the property. It’s obvious Pura Vida put thought into the arrangement of outside amenities, including couches, dining tables, the spa, and numerous fruit trees planted around the property. Would 100% stay here again."
United States
Alex
The price is €265
includes taxes & fees
25 Sept - 26 Sept
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

19. Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (54 reviews)
"It was a relaxing and beautiful stay!"
United States
Samantha I.
The price is €269
includes taxes & fees
4 Oct - 5 Oct
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

20. Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (64 reviews)
"The location was so convenient to the beaches. Very relaxing and a great place to go to truly feel like you are in a tropical oasis."
United States
Thomas
The price is €264
includes taxes & fees
23 Sept - 24 Sept
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
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 €225 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 425 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.