Englewood Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Englewood vacation rentals

Beach

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, (2 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
$267 nightly
The price is $296
Apr 10 - Apr 11
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
Beach nearby, beach towels

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
$275 nightly
The price is $307
Apr 1 - Apr 2
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
Exterior

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, (52 reviews)
"10/10 stay would recommend to anyone! Super clean place with great communication from the host! Loved the amenities that came with it as well :)"
United States
Emma H.
$330 nightly
The price is $365
Apr 4 - Apr 5
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Beach

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, (62 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
$250 nightly
The price is $279
Mar 29 - Mar 30
Total with taxes and fees
Newly renovated only minutes away from the beach!!
Sun loungers

Camper with Bicycles. Close to Beach. Deck & BBQ!

Camper with Bicycles. Close to Beach. Deck & BBQ!
Olde Englewood Village
10.0 out of 10, Exceptional, (5 reviews)
"Camper was in a great location and very simplistic for a beach getaway. Host was very accommodating!"
United States
Emma V.
$177 nightly
The price is $197
Mar 28 - Mar 29
Total with taxes and fees
Camper with Bicycles. Close to Beach. Deck & BBQ!
Exterior

Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
Manasota Key
9.0 out of 10, Wonderful, (11 reviews)
"Perfect getaway beach trip."
United States
jill s.
$378 nightly
The price is $418
Apr 2 - Apr 3
Total with taxes and fees
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
Dining

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
$420 nightly
The price is $466
Apr 1 - Apr 2
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
$608 nightly
The price is $657
Apr 6 - Apr 7
Total with taxes and fees
Chadwick Cove Resort & Marina
Fridge, microwave, oven, stovetop

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, (5 reviews)
"Everything was great, including the host"
United States
Fred
$302 nightly
The price is $334
Apr 3 - Apr 4
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!
Property grounds

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.8 out of 10, Exceptional, (11 reviews)
"The schoolie was very comfortably situated as to be off the road and quite private. The hosts were very accommodating and provided the additional needs we requested. It was clean and fully stocked with plenty of bath and beach towels. The outdoor seating area is cute with lots of lush foliage. We enjoyed our stay immensely! "
United States
Michele
$198 nightly
The price is $221
Apr 27 - Apr 28
Total with taxes and fees
The Beach Bus - Skoolie Camping!
Smart TV, books, offices

Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (52 reviews)
"Great house , everything is new and very well stocked. Nice fenced in yard for the dogs in the front and patio in the back for the humans. On the canal, next door to the Freedom boat club so very convenient for boaters. Tiki bar on the bay only a 5 minute walk. Many good restaurants close by. Heather was very helpful and nice to work with. "
United States
Kirk R.
$308 nightly
The price is $343
Apr 6 - Apr 7
Total with taxes and fees
Waterfront Getaway, a Boating Paradise
Fridge, microwave, oven, stovetop

Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (6 reviews)
"We enjoyed everything about our stay except for the beds. "
United States
Tedra A.
$216 nightly
The price is $240
Apr 8 - Apr 9
Total with taxes and fees
Newly renovated cozy 2 Bedroom.
Terrace/patio

Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
$394 nightly
The price is $436
Apr 27 - Apr 28
Total with taxes and fees
Bayfront Condo, Prime Beach Access, Manasota Key
3 bedrooms, desk, iron/ironing board, travel crib

Stylish Retreat-Mins to Beach-Private Lanai-WiFi

Stylish Retreat-Mins to Beach-Private Lanai-WiFi
Englewood East
9.8 out of 10, Exceptional, (6 reviews)
"The home was cozy and friendly. I unfortunately had to leave early but for the time I spent it was great! "
United States
Oscar J.
$431 nightly
The price is $476
Apr 21 - Apr 22
Total with taxes and fees
Stylish Retreat-Mins to Beach-Private Lanai-WiFi
Beach nearby

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, (41 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
$460 nightly
The price is $493
Apr 9 - Apr 10
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Beach

Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!
Olde Englewood Village
9.2 out of 10, Wonderful, (16 reviews)
"Great for kids ,very private "
United States
Michael W.
$351 nightly
The price is $391
Apr 5 - Apr 6
Total with taxes and fees
Englewood beach and Dearborn Street!
Fridge, microwave, oven, stovetop

Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach

Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
Englewood South
8.2 out of 10, Very Good, (12 reviews)
"Great place to stay right on the water! "
United States
Richard W.
$431 nightly
The price is $478
Mar 29 - Mar 30
Total with taxes and fees
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
Property grounds

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, (32 reviews)
"We had a great time and a comfortable stay."
United States
Deb J.
$380 nightly
The price is $421
Apr 15 - Apr 16
Total with taxes and fees
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Beach towels

HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.

HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
Englewood
9.6 out of 10, Exceptional, (10 reviews)
"Owner were very accommodating, place was great. We will be back!"
United States
David W.
$416 nightly
The price is $460
Apr 6 - Apr 7
Total with taxes and fees
HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
Terrace/patio

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, (44 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.
$458 nightly
The price is $491
Apr 2 - Apr 3
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!
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 Coast Inn

Sun Coast Inn

8/10 Good
"The housekeeping staff was friendly and provided for all our needs . the room was clean and the a/c worked fine."
John 9-night trip
Posted 1 hour ago
Sun Coast Inn

Price trends for vacation rentals in Englewood

Less expensive
More expensive
Next month
March
November
$245
Month
Price
January
$255
February
$236
March
$192
April
$245
May
$252
June
$225
July
$260
August
$250
September
$250
October
$252
November
$266
December
$230
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 $255 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?

Gulf View Escape on the Beach at Resort with Pool, Kayaks, and More!: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware, and a coffee maker. Some other homes for rent in Englewood include Charming 2-bedroom beach themed Englewood house with heated pool and large yard. and Heated Pool in Luxurious home, 3 minutes to beach.

How many vacation rentals are there in Englewood?

Choose from 411 Expedia vacation rentals in Englewood for a memorable vacation.

What can I see and do in Englewood?

Blind Pass Beach and Englewood 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 Stump Pass Beach State Park and Manasota 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.