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

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Englewood holiday rentals

A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

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 ฿4,887
฿20,673 total
includes taxes & fees
3 Nov - 4 Nov
Chadwick Cove Resort & Marina
A covered outdoor area with white furniture, including chairs and a table, overlooking a beach.

2. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is ฿14,364
฿34,666 total
includes taxes & fees
3 Nov - 4 Nov
Gulf View Condominiums
A pool area with a waterfall feature, lounge chairs, and palm trees.

3. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,033 reviews)
"Great resort and location!"
United States
Christine
The price is ฿4,996
฿6,523 total
includes taxes & fees
3 Nov - 4 Nov
Tropical Beach Resorts
A beach with a thatched-roof structure, palm trees, and a view of the sea.

4. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,358 reviews)
"Amazing place to stay when visiting Punta Gorda. Very convenient and loved having shops and restaurants so close by. Spacious unit - so much better than just a hotel room."
United States
Michelle
The price is ฿7,029
฿7,872 total
includes taxes & fees
3 Nov - 4 Nov
The Suites at Fishermen’s Village
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

5. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (697 reviews)
"Enjoyed our stay"
United States
Robin
The price is ฿6,224
฿7,034 total
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A modern kitchen with a central island, stainless steel appliances, and a ceiling fan.

6. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is ฿3,172
฿12,281 total
includes taxes & fees
4 Nov - 5 Nov
Dreams Away - Sleeps 10 Pool Golf Fun
A modern living room with a sofa, a dining area, and a kitchen area.

7. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Is was a great place to stay, everything was perfect!"
United States
Tracie Costello
The price is ฿6,587
฿8,102 total
includes taxes & fees
30 Nov - 1 Dec
Casey Key Resort
A modern kitchen with a central island, a dining area with bar stools, a fireplace, and a living room with a sofa and ottoman.

8. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is ฿5,911
฿16,018 total
includes taxes & fees
10 Nov - 11 Nov
Home < 1-mi Walk to Warm Mineral Springs Park!
A bedroom with a view of a swimming pool and outdoor seating.

9. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (204 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is ฿7,570
฿8,554 total
includes taxes & fees
3 Nov - 4 Nov
SeaSpray Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

10. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,479 reviews)
"This place was perfect!"
United States
Kat
The price is ฿5,032
฿5,686 total
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suites - Gateway to Siesta Key
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

11. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is ฿5,200
฿6,449 total
includes taxes & fees
3 Nov - 4 Nov
Captiva Beach Resort
A compact living space with a kitchen, a dining area, and a sofa with cushions.

12. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (391 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is ฿2,156
฿6,995 total
includes taxes & fees
8 Nov - 9 Nov
Tiny House Siesta
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

13. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ฿2,830
฿9,992 total
includes taxes & fees
3 Nov - 4 Nov
Siesta Heron Suites & Villas
A waterfront patio with palm trees, a dock, and a boat.

14. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is ฿6,536
฿13,341 total
includes taxes & fees
3 Nov - 4 Nov
MALU LANI Inn & Marina
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

15. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is ฿4,560
฿11,908 total
includes taxes & fees
3 Nov - 4 Nov
Beach Tree Cottage,Walk To Beach& Siesta
A patio with a sun lounger, a table with chairs, and an umbrella.

16. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
The price is ฿6,202
฿13,763 total
includes taxes & fees
5 Nov - 6 Nov
Beach View 100ft To Beach and SPA
A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

17. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
The price is ฿5,715
฿13,214 total
includes taxes & fees
3 Nov - 4 Nov
PinkMango Cottage Steps to Beach&Village
A kitchen with white cabinets, a granite countertop, and a large bowl. There is a dining area with a table and chairs, and a view of the ocean through a window.

18. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ฿9,188
฿20,655 total
includes taxes & fees
23 Nov - 24 Nov
Unwind Poolside + Walk to Beach! Sarasota Retreat
A small, single-story building with a porch, surrounded by tropical vegetation.

19. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is ฿6,658
฿14,279 total
includes taxes & fees
6 Nov - 7 Nov
BlueDolphin Cottage Walk To Siesta Beach
A wooden deck with a glass door leading to a lake view, surrounded by greenery.

20. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ฿19,355
฿30,783 total
includes taxes & fees
6 Nov - 7 Nov
Siesta Heron 6 / Sunset
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

Manasota Key Resort

Manasota Key Resort

10/10 Excellent
"We loved our stay. Thank you so much for the great hospitality"
Beatrice 4-night trip
Posted 11 days ago
Manasota Key Resort

Find out more about Englewood

Search for holiday rentals in Englewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Englewood using one of the methods below:

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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.

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.