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

Englewood Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Englewood holiday rentals

An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 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 AU$881
includes taxes & fees
19 Oct - 20 Oct
Chadwick Cove Resort & Marina
A garden area with a fire pit, surrounded by green foliage and a metal table.

2. 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, (3 reviews)
"Nicest Hosts, very accommodating. Actually went and visited their band at the White elephant and wound up having a great time hanging out while we came for the Englewood Waterfest Boat Races. The place was super clean and the backyard is like none you've ever seen before with nice garden walk and view to the back you would never expect. Very beautiful and very cool. We will definitely return to this location rather than staying anywhere else when we're down that way from now on. So worth it and...
United States
yvette l.
The price is AU$158
includes taxes & fees
20 Oct - 21 Oct
Paradise in the heart of Old Englewood Village
A beach with a clear sky, calm sea, and footprints on the sand.

3. 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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
The price is AU$347
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom house in Englewood with WiFi and AC
A kitchen with granite countertops, stainless steel sink, and white cabinets.

4. 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)
"Great stay for our family of 5!"
United States
Shawn G.
The price is AU$353
includes taxes & fees
24 Oct - 25 Oct
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
A two-story building with a balcony and a staircase leading to an upper deck.

5. Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
Manasota Key
8.8 out of 10, Excellent, (5 reviews)
"Location great. Clean. Could have been more clear how to access the beach."
United States
Jack
The price is AU$472
includes taxes & fees
18 Oct - 19 Oct
Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

6. 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 AU$396
includes taxes & fees
19 Oct - 20 Oct
Path to Paradise.
A beach with footprints in the sand and a cloudy sky.

7. 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 AU$373
includes taxes & fees
31 Oct - 1 Nov
Nautical Nook
A modern kitchen with white cabinetry, granite countertops, and a central island with stools.

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
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed the quaint little beach house. Not far from the beach. Plenty of places to go shopping and eating. Highly recommend it."
United States
kinz s.
The price is AU$389
includes taxes & fees
24 Oct - 25 Oct
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

9. 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)
"Beautiful property"
United States
Erin S.
The price is AU$427
includes taxes & fees
18 Oct - 19 Oct
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A modern kitchen with a coffee machine, oven, and a microwave.

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 AU$526
includes taxes & fees
5 Nov - 6 Nov
Turtle Cay at The Beach Shack! Come On Down!
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

11. 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 AU$427
includes taxes & fees
18 Oct - 19 Oct
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of the beach and ocean.

12. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
The price is AU$530
includes taxes & fees
20 Oct - 21 Oct
Bayfront Condo, Prime Beach Access, Manasota Key
A beachfront property with a covered patio, palm trees, and a wooden deck.

13. Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (51 reviews)
"The stay was, as usual, very nice! I can’t say enough about how wonderful the management team is here!! Outstanding!! See you next year!!"
United States
Chris N.
The price is AU$427
includes taxes & fees
18 Oct - 19 Oct
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A beachfront property with a covered patio, palm trees, and a wooden deck.

14. 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 AU$427
includes taxes & fees
20 Oct - 21 Oct
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Property grounds

15. Canal house in Englewood with kayaks close to beaches, springs & attractions!

Canal house in Englewood with kayaks close to beaches, springs & attractions!
Englewood South
The price is AU$579
includes taxes & fees
31 Oct - 1 Nov
Canal house in Englewood with kayaks close to beaches, springs & attractions!
A bedroom with a bed, a TV on a dresser, a clock on the wall, and a door leading to another room.

16. 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 AU$351
includes taxes & fees
30 Oct - 31 Oct
Tranquil and close to Englewood beach
Marina

17. 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)
"Really enjoyed stay here! Great area convenient to bars restaurants and beautiful beach"
United States
Jennifer f.
The price is AU$610
includes taxes & fees
18 Oct - 19 Oct
Waterfront Condo Walkable to Everything with Beach Access
A modern kitchen with white cabinets, a central island, bar stools, and a dining table.

18. Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6

Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6
Manasota Key
Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6
A beach with a sunset over the ocean.

19. 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 AU$502
includes taxes & fees
18 Oct - 19 Oct
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles
A spacious living area with a kitchen, a dining area, and a view of the ocean.

20. 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, (87 reviews)
"Wish we could have stayed longer We will definitely be back"
United States
Kendra
The price is AU$749
includes taxes & fees
2 Nov - 3 Nov
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
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

Englewood Inn & Suites

Englewood Inn & Suites

10/10 Excellent
"."
Lucila 1-night trip
Posted 1 day ago
Englewood Inn & Suites

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, 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 favourite 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 depend 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 AU$373 per night. Entering your travel dates in the search wizard might find you 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. 

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.