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

Englewood Vacation Rentals

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Our top choices for Englewood vacation rentals

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 CA $214
CA $870 total
includes taxes & fees
Oct 26 - Oct 27
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, (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 CA $139
CA $424 total
includes taxes & fees
Oct 26 - Oct 27
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

3. 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, (80 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 CA $417
CA $827 total
includes taxes & fees
Oct 26 - Oct 27
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

4. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (23 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
The price is CA $169
CA $517 total
includes taxes & fees
Oct 28 - Oct 29
Bayfront Condo, Prime Beach Access, Manasota Key

5. 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 CA $142
CA $418 total
includes taxes & fees
Oct 26 - Oct 27
Path to Paradise.

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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
The price is CA $98
CA $327 total
includes taxes & fees
Oct 26 - Oct 27
Charming 2-bedroom house in Englewood with WiFi and AC

7. 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 CA $98
CA $330 total
includes taxes & fees
Oct 26 - Oct 27
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

8. 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 CA $175
CA $397 total
includes taxes & fees
Nov 15 - Nov 16
Newly renovated only minutes away from the beach!!

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)
"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 CA $236
CA $516 total
includes taxes & fees
Oct 26 - Oct 27
Turtle Cay at The Beach Shack! Come On Down!

10. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (15 reviews)
"It was super clean and the host was great"
United States
Dolores
The price is CA $146
CA $357 total
includes taxes & fees
Oct 26 - Oct 27
Nautical Nook

11. Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (44 reviews)
"We had a great time, enjoyed being so close to the beach, the comfortable beds, and happy hour sushi next door at Magnolias."
United States
Jonathan F.
The price is CA $161
CA $480 total
includes taxes & fees
Oct 30 - Oct 31
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

12. 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 CA $347
CA $739 total
includes taxes & fees
Nov 1 - Nov 2
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

13. 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, (129 reviews)
"Perfect ! Close to beach"
United States
Marvy Carter B.
The price is CA $273
CA $646 total
includes taxes & fees
Oct 26 - Oct 27
BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

14. 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 CA $208
CA $482 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront Getaway, a Boating Paradise

15. Uncrowded Beach Sunsets just 50 steps away + 2 King beds + Pac Man Arcade

Uncrowded Beach Sunsets just 50 steps away + 2 King beds + Pac Man Arcade
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"50 steps from a beautiful beach, clean property, friendly hosts, friendly neighbors, everything was as expected and more."
United States
Ross D.
The price is CA $247
CA $571 total
includes taxes & fees
Nov 1 - Nov 2
Uncrowded Beach Sunsets just 50 steps away + 2 King beds + Pac Man Arcade

16. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is CA $595
CA $1,437 total
includes taxes & fees
Oct 26 - Oct 27
Gulf View Condominiums

17. 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, (71 reviews)
"Great unit, super close to the beach, we love it!!"
United States
Roberto O.
The price is CA $347
CA $739 total
includes taxes & fees
Oct 30 - Oct 31
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

18. 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 CA $279
CA $624 total
includes taxes & fees
Oct 26 - Oct 27
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

19. 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, (57 reviews)
"very clean and up to date."
United States
Jonathan C.
The price is CA $557
CA $1,147 total
includes taxes & fees
Oct 28 - Oct 29
Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

20. Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room

Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room
Manasota Key
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property. Short walk to the beach. Host was very responsive."
United States
Melanie T.
Fits Multiple Families! 3 min walk to Gulf, Hot Tub, Salt Water Pool, Game room
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Englewood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.