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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
9.0 out of 10, Wonderful, (29 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
$564 nightly
The price is $608
Sep 23 - Sep 24
Total with taxes and fees
Chadwick Cove Resort & Marina
A beach with clear water, a person walking, and a tree in the foreground.

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, (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.
$265 nightly
The price is $293
Sep 23 - Sep 24
Total with taxes and fees
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
A garden area with a fire pit, surrounded by green foliage and a metal table.

3. 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.
$98 nightly
The price is $108
Sep 23 - Sep 24
Total with taxes and fees
Paradise in the heart of Old Englewood Village
A modern kitchen with grey cabinets, a wooden countertop, stainless steel appliances, and a tiled backsplash.

4. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (7 reviews)
"Great little spot!"
United States
Matthew
$242 nightly
The price is $270
Sep 23 - Sep 24
Total with taxes and fees
Path to Paradise.
A kitchen with granite countertops, stainless steel sink, and white cabinets.

5. 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.
$224 nightly
The price is $250
Oct 17 - Oct 18
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
A beach with a clear sky, calm sea, and footprints on the sand.

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.
$220 nightly
The price is $243
Sep 23 - Sep 24
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
A beach with footprints in the sand and a cloudy sky.

7. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay and very spacious. Heather was a"
United States
Paul
$233 nightly
The price is $257
Sep 23 - Sep 24
Total with taxes and fees
Nautical Nook
A modern kitchen with white cabinetry, granite countertops, and a central island with stools.

8. 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
9.8 out of 10, Exceptional, (6 reviews)
"This was a beautiful home with everything close by, shops and beach. It has a large outdoor screened in porch, perfect for chilling with the kids!"
United States
Loren J.
$237 nightly
The price is $262
Sep 23 - Sep 24
Total with taxes and fees
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

9. 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.
$312 nightly
The price is $324
Sep 23 - Sep 24
Total with taxes and fees
1st Floor Pvt Beach Access, New! - Heron's Walk #2

10. 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.
$312 nightly
The price is $324
Sep 23 - Sep 24
Total with taxes and fees
Private Beach Access! New! Heron's Walk #4

11. 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.
$421 nightly
The price is $434
Sep 23 - Sep 24
Total with taxes and fees
Waterfront Condo Walkable to Everything with Beach Access
A room with large windows offering a view of the sea and a dock. There is a wicker chair and a table with a blue rug.

12. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful time. My husband caught a fish off the deck. It was nice watching the sun rise, birds, and dolphins. It was very convenient to everything. The condo was comfortable and had everything we needed. It is located in a quiet peaceful setting. I would definitely recommend it it and would stay there again."
United States
Marsha F.
$345 nightly
The price is $381
Sep 23 - Sep 24
Total with taxes and fees
Bayfront Condo, Prime Beach Access, Manasota Key
A laundry area with two white washing machines, a shelf with cleaning supplies, and a view of a backyard through a glass door.

13. 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.
$340 nightly
The price is $361
Sep 27 - Sep 28
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
A beach with a sunset over the ocean.

14. 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.
$307 nightly
The price is $339
Sep 23 - Sep 24
Total with taxes and fees
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles
A modern kitchen with stainless steel appliances, a dining area with a marble countertop, and a living room with a sofa and TV.

15. 2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (10 reviews)
"Great stay, great host, and a great time!"
United States
Christopher G.
$273 nightly
The price is $302
Sep 23 - Sep 24
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!
An aerial view of a coastal resort with beachfront properties, a marina, and clear turquoise waters.

16. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
$351 nightly
The price is $372
Sep 23 - Sep 24
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
A bedroom with a bed, a TV on a dresser, a clock on the wall, and a door leading to another room.

17. 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.
$217 nightly
The price is $240
Oct 4 - Oct 5
Total with taxes and fees
Tranquil and close to Englewood beach
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

18. 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, (70 reviews)
"Excellent stay at Pura Vida——-clean, cool rooms, very relaxing experience on the property. It’s obvious Pura Vida put thought into the arrangement of outside amenities, including couches, dining tables, the spa, and numerous fruit trees planted around the property. Would 100% stay here again."
United States
Alex
$270 nightly
The price is $299
Sep 25 - Sep 26
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

19. 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.
$270 nightly
The price is $299
Sep 23 - Sep 24
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A beachfront property with a covered patio, palm trees, and a wooden deck.

20. Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (64 reviews)
"The location was so convenient to the beaches. Very relaxing and a great place to go to truly feel like you are in a tropical oasis."
United States
Thomas
$270 nightly
The price is $299
Sep 23 - Sep 24
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax 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.
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Top Englewood Hotel Reviews

120 steps to beach! Safely on the beach side of the road!

120 steps to beach! Safely on the beach side of the road!

10/10 Excellent
"The rental was very inviting, clean, quiet, awesome location. Less than 120 steps to the beach. Enjoyed our time and would definitely do it again."
Rachelle T. 4-night trip
Posted 2 days ago
120 steps to beach! Safely on the beach side of the road!

Price trends for vacation rentals in Englewood

Less expensive
More expensive
Next month
May
February
$230
Month
Price
January
$278
February
$345
March
$267
April
$237
May
$204
June
$234
July
$228
August
$243
September
$226
October
$230
November
$261
December
$281
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Englewood. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Englewood

Everything you need to know about Englewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Englewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Englewood vacation 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 low season months. For more hustle and bustle, you may prefer to visit Englewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $257 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Englewood rentals

At Expedia, we put the best Englewood vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 420 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.