Englewood Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

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
Mar 19 - Mar 20
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
Dining

Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach
Englewood East
8.8 out of 10, Excellent, (5 reviews)
"This gem was perfect for my needs. The town doesn't have any chain hotels so my wife suggested I look at Vrbo. This property was just minutes away from where I conducting busy and provided me with my basic needs. Clean, comfy bed, and the property manager was spot on with communications. "
United States
William J. H.
$194 nightly
The price is $215
Mar 22 - Mar 23
Total with taxes and fees
Englewood retreat just 12 minutes 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.
$199 nightly
The price is $221
Mar 19 - Mar 20
Total with taxes and fees
Camper with Bicycles. Close to Beach. Deck & BBQ!
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.
$280 nightly
The price is $312
Apr 1 - Apr 2
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
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, (60 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
$249 nightly
The price is $278
Mar 22 - Mar 23
Total with taxes and fees
Newly renovated only minutes away from the beach!!
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, (51 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.
$329 nightly
The price is $364
Apr 4 - Apr 5
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Beach nearby, sun loungers, beach towels

WALK TO GULF BEACH! DOG FRIENDLY PROPERTY!

WALK TO GULF BEACH! DOG FRIENDLY PROPERTY!
Manasota Key
9.6 out of 10, Exceptional, (42 reviews)
"Property was very nice. Loved owner checking in on us to see if everything was perfect. Thanks!"
United States
Jon G.
$390 nightly
The price is $433
Mar 23 - Mar 24
Total with taxes and fees
WALK TO GULF BEACH! DOG FRIENDLY PROPERTY!
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.
$219 nightly
The price is $243
Apr 4 - Apr 5
Total with taxes and fees
Newly renovated cozy 2 Bedroom.
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
$281 nightly
The price is $314
Apr 14 - Apr 15
Total with taxes and fees
The Beach Bus - Skoolie Camping!
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
8.4 out of 10, Very Good, (11 reviews)
"Great place to stay right on the water! "
United States
Richard W.
$383 nightly
The price is $425
Mar 22 - Mar 23
Total with taxes and fees
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
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
$422 nightly
The price is $466
Apr 4 - Apr 5
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!
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.
$354 nightly
The price is $394
Apr 1 - Apr 2
Total with taxes and fees
Englewood beach and Dearborn Street!
Smart TV, books, offices

Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (52 reviews)
"Always an amazing stay"
United States
christine w.
$317 nightly
The price is $353
Apr 6 - Apr 7
Total with taxes and fees
Waterfront Getaway, a Boating Paradise
On the beach, sun loungers, beach towels

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (76 reviews)
"Nicely decorated the host was easy to communicate with! Would definitely stay here again!"
United States
Tara H.
$449 nightly
The price is $497
Mar 25 - Mar 26
Total with taxes and fees
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Terrace/patio

Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
$395 nightly
The price is $437
Apr 9 - Apr 10
Total with taxes and fees
Bayfront Condo, Prime Beach Access, Manasota Key
Interior

Snowbirds escape / vacation gateway

Snowbirds escape / vacation gateway
Englewood East
9.0 out of 10, Wonderful, (15 reviews)
"Great communication with owner. Easy check in and out. Good location, only 5 miles from the beach. Great house for families - 3 bedrooms, 2 bathrooms, kitchen, and laundry :)"
United States
Debbie M.
$260 nightly
The price is $288
Mar 22 - Mar 23
Total with taxes and fees
Snowbirds escape / vacation gateway
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.
$431 nightly
The price is $477
Apr 1 - Apr 2
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Sun loungers, beach towels

4 Min to Manasota Beach! 2 King Beds + Hot Tub

4 Min to Manasota Beach! 2 King Beds + Hot Tub
Englewood Central
10.0 out of 10, Exceptional, (10 reviews)
"Very thoughtful hosts! Everything ready for you to have an easy stay! "
United States
Sierra H.
$388 nightly
The price is $429
Mar 22 - Mar 23
Total with taxes and fees
4 Min to Manasota Beach! 2 King Beds + Hot Tub
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
9.8 out of 10, Exceptional, (9 reviews)
"Owner were very accommodating, place was great. We will be back!"
United States
David W.
$421 nightly
The price is $466
Mar 31 - Apr 1
Total with taxes and fees
HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
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
$453 nightly
The price is $486
Apr 9 - Apr 10
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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

Suite Dreams Guesthouse aka Care Takeover Home

Suite Dreams Guesthouse aka Care Takeover Home

10/10 Excellent
"We booked this location on a whim, weren't sure quite what we were getting into. It's a BnB, but has 4 rooms in one building all with private baths and a shared eating area / lanai / pool / outdoor kitchen / firepit. All are immaculate. Monique and Leon were consummate hosts - kind, caring and warm. The grounds and rooms were beautiful and they provided beach chairs, umbrellas, shark tooth sifters for our use. I would HIGHLY recommend this property under current ownership. They are wonderful people. Unfortunately the property is for sale and the new owners dedication and capabilities TBD. If you are considering a stay in the next few months you will be fine. "
Sue 3-night trip
Posted 6 hours ago
Suite Dreams Guesthouse aka Care Takeover Home

Price trends for vacation rentals in Englewood

Less expensive
More expensive
Next month
February
August
$247
Month
Price
January
$242
February
$218
March
$242
April
$247
May
$241
June
$248
July
$244
August
$251
September
$249
October
$247
November
$247
December
$235
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 $254 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?

Charming 2-bedroom beach themed Englewood house with heated pool and large yard.: This highly rated vacation home rental in Englewood offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Englewood include Gulf View Escape on the Beach at Resort with Pool, Kayaks, and More! and The Oceanview Oasis.

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.