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

Englewood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Englewood vacation 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, (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 ￥23,352
￥97,215 total
includes taxes & fees
Oct 19 - Oct 20
Chadwick Cove Resort & Marina
A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of the beach and ocean.

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 ￥19,504
￥58,859 total
includes taxes & fees
Oct 13 - Oct 14
Bayfront Condo, Prime Beach Access, Manasota Key
A spacious living area with a kitchen, a dining area, and a view of the ocean.

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 ￥31,266
￥73,864 total
includes taxes & fees
Oct 17 - Oct 18
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
A beach with clear water, a person walking, and a tree in the foreground.

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 ￥12,633
￥49,773 total
includes taxes & fees
Oct 23 - Oct 24
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

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 ￥31,266
￥73,548 total
includes taxes & fees
Oct 18 - Oct 19
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
A garden area with a fire pit, surrounded by green foliage and a metal table.

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 ￥10,659
￥16,988 total
includes taxes & fees
Oct 14 - Oct 15
Paradise in the heart of Old Englewood Village
A beach with a clear sky, calm sea, and footprints on the sand.

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 ￥11,054
￥37,867 total
includes taxes & fees
Oct 14 - Oct 15
Charming 2-bedroom house in Englewood with WiFi and AC
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

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, (67 reviews)
"Great unit, super close to the beach, we love it!!"
United States
Roberto O.
The price is ￥31,266
￥73,548 total
includes taxes & fees
Oct 18 - Oct 19
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

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 ￥14,212
￥44,728 total
includes taxes & fees
Nov 2 - Nov 3
Path to Paradise.
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 ￥26,614
￥58,242 total
includes taxes & fees
Oct 21 - Oct 22
Turtle Cay at The Beach Shack! Come On Down!
A view through a glass door to a paved patio with a metal grate, a wooden ceiling, and a clear sky.

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 ￥62,848
￥127,711 total
includes taxes & fees
Oct 12 - Oct 13
Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
Your Beach awaits. Enjoy the aqua waters of the Gulf of Mexico

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 ￥30,792
￥73,017 total
includes taxes & fees
Oct 8 - Oct 9
BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.
A beach with footprints in the sand and a cloudy sky.

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 ￥16,502
￥40,275 total
includes taxes & fees
Oct 12 - Oct 13
Nautical Nook
A kitchen with granite countertops, stainless steel sink, and white cabinets.

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 ￥12,317
￥39,436 total
includes taxes & fees
Oct 24 - Oct 25
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
A beach with a sunset over the ocean.

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 ￥28,472
￥61,627 total
includes taxes & fees
Nov 7 - Nov 8
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles
A spacious living room with a wooden ceiling, a large window with blinds, a floor lamp, a round rug, and a blue cabinet with decorative panels.

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 ￥38,688
￥77,913 total
includes taxes & fees
Oct 12 - Oct 13
Beach house - 3 min walk to beach!
A turquoise two-story house with a covered patio, surrounded by palm trees and a beach view.

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 ￥31,773
￥69,220 total
includes taxes & fees
Oct 27 - Oct 28
50 steps to uncrowded beach - 2 king beds - Pac Man arcade - summer beach fun!
A covered outdoor area with white furniture, including chairs and a table, overlooking a beach.

18. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is ￥67,151
￥162,060 total
includes taxes & fees
Oct 11 - Oct 12
Gulf View Condominiums
A living room with a blue sofa, a dining table with chairs, a painting of a sunset, and a wall with a poster.

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 ￥23,450
￥54,489 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront Getaway, a Boating Paradise
A covered swimming pool with a view of a grassy area and trees.

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 ￥31,424
￥70,469 total
includes taxes & fees
Oct 20 - Oct 21
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

Sun Life Beach Hotel

Sun Life Beach Hotel

10/10 Excellent
"Thank you so much. Your place is cute and quaint. I would recommend it to anyone"
Jennifer 4-night trip
Posted 11 hours ago
Sun Life Beach Hotel

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 vacation rental in Englewood?

Yes, we have vacation rentals close to popular points of interest in Englewood, or you can go with a more remote option if you want a relaxing place to 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 vacation home rentals that Englewood has to offer?

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a garden, and a barbecue grill 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 vacation rentals are there in Englewood?

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

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 vacation rentals like in Englewood?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Englewood. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.