Holiday Rentals in Englewood

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Check prices for these dates

Our top choices for Englewood holiday rentals

1. Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is €240
includes taxes & fees
1 Dec - 2 Dec
Old Floridian cottage in Historic Gulf Village

2. 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 €546
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina

3. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
United States
Matthew
The price is €236
includes taxes & fees
8 Nov - 9 Nov
Path to Paradise.

4. Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (63 reviews)
"Great stay, all the space we needed. Well stocked and convenient to everything. "
United States
Donna N.
The price is €246
includes taxes & fees
15 Nov - 16 Nov
Newly renovated only minutes away from the beach!!

5. 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 €224
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom house in Englewood with WiFi and AC

6. 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, (3 reviews)
"Great location and set-up of the property. On site- grill, beach wagon,umbrellas,sifters, shell shovels, etc.. Very quiet location and can walk across the street to see the sunset. Beaches are very close, as well is dining, and water craft rentals. Checkin/out very easy. I recommend this location for your vacation rental."
Canada
John
The price is €283
includes taxes & fees
8 Nov - 9 Nov
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

7. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
United States
Dolores
The price is €222
includes taxes & fees
13 Nov - 14 Nov
Nautical Nook

8. 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 €251
includes taxes & fees
8 Nov - 9 Nov
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

9. 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)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
The price is €324
includes taxes & fees
6 Dec - 7 Dec
Turtle Cay at The Beach Shack! Come On Down!

10. Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach
Olde Englewood Village
The price is €319
includes taxes & fees
9 Nov - 10 Nov
Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

11. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (24 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
The price is €328
includes taxes & fees
12 Nov - 13 Nov
Bayfront Condo, Prime Beach Access, Manasota Key

12. 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
9 Nov - 10 Nov
Tranquil and close to Englewood beach

13. Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
Manasota Key
The price is €293
includes taxes & fees
8 Nov - 9 Nov
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

14. CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
Grove City
9.8 out of 10, Exceptional, (8 reviews)
"Great place. Clean and comfortable. Communication with host was quick and easy."
United States
Christian O.
The price is €269
includes taxes & fees
14 Nov - 15 Nov
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

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 €311
includes taxes & fees
9 Nov - 10 Nov
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

16. 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 €352
includes taxes & fees
8 Nov - 9 Nov
Canal house in Englewood with kayaks close to beaches, springs & attractions!

17. 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, (71 reviews)
"Beautiful property"
United States
Erin S.
The price is €259
includes taxes & fees
9 Nov - 10 Nov
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

18. 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 €259
includes taxes & fees
8 Nov - 9 Nov
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

19. Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
The price is €187
includes taxes & fees
9 Nov - 10 Nov
Newly renovated cozy 2 Bedroom.

20. 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 €259
includes taxes & fees
9 Nov - 10 Nov
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande 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.

Find holiday rentals that suit your style

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 €221 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.

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.

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