Florida life
-Englewood (Manasota Key)

Englewood Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Englewood holiday rentals

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.2 out of 10, Wonderful, (26 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is NZ$972
includes taxes & fees
9 Sept - 10 Sept
Chadwick Cove Resort & Marina

2. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing experience staying at this beach rental. It was very clean and comfortable, and very close to the beaches and restaurants. And, it’s such a beautiful area. Everything we needed was there including cleaning supplies, soap, and shampoo. They even left us bottles of water and snacks! 5 stars all the way!!"
United States
Anonymous traveller
The price is NZ$536
includes taxes & fees
1 Sept - 2 Sept
Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

3. WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B

WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B
Manasota Key
9.8 out of 10, Exceptional, (56 reviews)
"Pet friendly and close to beaches. Clean place and quiet area"
United States
Marta D.
WALK TO BEACH ACCESS! DOG FRIENDLY! UNTI 1B

4. 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 NZ$182
includes taxes & fees
7 Sept - 8 Sept
Paradise in the heart of Old Englewood Village

5. 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)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is NZ$624
includes taxes & fees
1 Sept - 2 Sept
Turtle Cay at The Beach Shack! Come On Down!

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, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is NZ$410
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom house in Englewood with WiFi and AC

7. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (16 reviews)
"Very clean. Relaxing quiet location."
United States
deonne
The price is NZ$636
includes taxes & fees
2 Sept - 3 Sept
Bayfront Condo, Prime Beach Access, Manasota Key

8. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (10 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
The price is NZ$433
includes taxes & fees
1 Sept - 2 Sept
Nautical Nook

9. Private Beach Access! New! Heron's Walk #4

Private Beach Access! New! Heron's Walk #4
Manasota Key
8.8 out of 10, Excellent, (22 reviews)
"Great communication. The property was very cute! Enjoyed everything on the key! "
United States
Rose G.
Private Beach Access! New! Heron's Walk #4

10. 1st Floor Pvt Beach Access, New! - Heron's Walk #2

1st Floor Pvt Beach Access, New! - Heron's Walk #2
Manasota Key
9.0 out of 10, Wonderful, (6 reviews)
"I'll just say that we want to come back next! Absolute privacy, close to the beach, stores, etc all close by. It was just perfect for us."
United States
Pradeep P.
The price is NZ$549
includes taxes & fees
1 Sept - 2 Sept
1st Floor Pvt Beach Access, New! - Heron's Walk #2

11. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is NZ$725
includes taxes & fees
1 Sept - 2 Sept
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

12. 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
10.0 out of 10, Exceptional, (4 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 NZ$445
includes taxes & fees
7 Sept - 8 Sept
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

13. 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 NZ$510
includes taxes & fees
14 Sept - 15 Sept
Path to Paradise.

14. Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
9.8 out of 10, Exceptional, (51 reviews)
"The place was very lovely! Just enough room to be comfortable and a close walk to the beach."
United States
Jess C.
The price is NZ$547
includes taxes & fees
13 Sept - 14 Sept
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

15. 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)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is NZ$728
includes taxes & fees
1 Sept - 2 Sept
Waterfront Condo Walkable to Everything with Beach Access

16. Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Our room was very clean. We enjoyed a heated pool a couple of times. It was a good vacation for us as we were visiting with family and friends in Englewood and Venice. We also traveled south to Punta Gorda to a sculpture garden.This would be a perfect place to stay for a few more weeks."
United States
Jocelyn N.
The price is NZ$586
includes taxes & fees
1 Sept - 2 Sept
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

17. 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 NZ$563
includes taxes & fees
1 Sept - 2 Sept
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

18. 3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf

3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (74 reviews)
"The property was very clean and the view was stunning! We are already talking about coming back next year! "
United States
Becky L.
The price is NZ$787
includes taxes & fees
1 Sept - 2 Sept
3 Bedroom-Beachfront Condo with Most Amazing Sunset Views of the Gulf

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 NZ$573
includes taxes & fees
1 Sept - 2 Sept
Waterfront Getaway, a Boating Paradise

20. 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, (7 reviews)
"Great place. Clean and comfortable. Communication with host was quick and easy."
United States
Christian O.
The price is NZ$540
includes taxes & fees
1 Sept - 2 Sept
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Englewood Hotel Reviews

Find out more about Englewood

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Englewood holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Englewood. 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 Englewood. 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 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 holiday 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 Englewood short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

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?

Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre: 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. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Some other homes for rent in Englewood include The Oceanview Oasis and Private Island Living on Manasota Key! Rare Direct Beachfront Home!.

How many holiday rentals are there in Englewood?

Choose from 422 Expedia holiday rentals in Englewood for a memorable holiday.

What can I see and do in Englewood?

Venice Beach and Blind Pass Beach 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 Lemon Bay and Manasota 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.