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Englewood Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Englewood vacation rentals

Property grounds

Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
Olde Englewood Village
$108 nightly
The price is $120
Jul 20 - Jul 21
Total with taxes and fees
Paradise in the heart of Old Englewood Village
Property grounds

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, (69 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
$268 nightly
The price is $297
Aug 15 - Aug 16
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Luxury Condo, Beach View | Balcony

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
$896 nightly
The price is $973
Jul 20 - Jul 21
Total with taxes and fees
Gulf View Condominiums
Terrace/patio

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, (59 reviews)
"Everything was great, welcoming to pets, clean, laundry, relaxing areas to sit and great response to any questions we had. "
United States
DJ H.
$270 nightly
The price is $299
Jul 16 - Jul 17
Total with taxes and fees
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
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
9.6 out of 10, Exceptional, (4 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.
$389 nightly
The price is $430
Jul 19 - Jul 20
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Beach

Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!
Olde Englewood Village
9.2 out of 10, Wonderful, (20 reviews)
"We had a great stay. Check in was smooth, no issues with the home. "
United States
Lopabahen P.
$408 nightly
The price is $455
Jul 16 - Jul 17
Total with taxes and fees
Englewood beach and Dearborn Street!
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
$506 nightly
The price is $542
Jul 16 - Jul 17
Total with taxes and fees
Chadwick Cove Resort & Marina
Beach nearby, beach towels

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (8 reviews)
"Stayed here several times. Always perfect. Feels like home. "
United States
christine w.
$231 nightly
The price is $255
Jul 19 - Jul 20
Total with taxes and fees
Nautical Nook
Fridge, microwave, oven, stovetop

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (4 reviews)
"The house was very clean and well accommodating. There was room for our boat in the driveway. Will definitely stay again if in the area."
United States
Jeremy
$253 nightly
The price is $282
Jul 16 - Jul 17
Total with taxes and fees
Path to Paradise.
Living area

Perfect get away 3 mins away from the beach

Perfect get away 3 mins away from the beach
Englewood
$452 nightly
The price is $504
Jul 16 - Jul 17
Total with taxes and fees
Perfect get away 3 mins away from the beach
Microwave, oven, stovetop, dishwasher

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, (11 reviews)
"We had a wonderful stay at this property. Home is perfect for couples or a small family. Very clean and adorable set up. Love the back yard and lanai! Thanks for a great stay - we would stay again."
United States
Mandy A.
$216 nightly
The price is $241
Jul 20 - Jul 21
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
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.
$265 nightly
The price is $293
Jul 16 - Jul 17
Total with taxes and fees
Snowbirds escape / vacation gateway
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)
"Great spot for my needs. "
United States
Rob C.
$164 nightly
The price is $182
Aug 10 - Aug 11
Total with taxes and fees
Englewood retreat just 12 minutes from the beach
On the beach, sun loungers, beach towels

The Manatee House; Unique Beachfront Home & Picturesque Sunsets!

The Manatee House; Unique Beachfront Home & Picturesque Sunsets!
Manasota Beach
9.8 out of 10, Exceptional, (32 reviews)
"This was our second time here in the last 6 months! Our favorite beach spot. "
United States
Cason H.
$714 nightly
The price is $796
Jul 19 - Jul 20
Total with taxes and fees
The Manatee House; Unique Beachfront Home & Picturesque Sunsets!
Fridge, microwave, oven, stovetop

Cozy Modern Home - Walkable - 10 Min to Beach

Cozy Modern Home - Walkable - 10 Min to Beach
Englewood East
9.8 out of 10, Exceptional, (8 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.
$340 nightly
The price is $376
Jul 16 - Jul 17
Total with taxes and fees
Cozy Modern Home - Walkable - 10 Min to Beach
Living area

Chic 3BR, 2BA – Brand New!

Chic 3BR, 2BA – Brand New!
Englewood East
$298 nightly
The price is $330
Jul 16 - Jul 17
Total with taxes and fees
Chic 3BR, 2BA – Brand New!
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, (54 reviews)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
$270 nightly
The price is $299
Jul 16 - Jul 17
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Coffee/tea maker, fridge, microwave, oven

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.
$285 nightly
The price is $315
Jul 17 - Jul 18
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!
Interior

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (37 reviews)
"Fantastic location and a perfect space for a couple or a family. The property was spotless, and the beds and furniture were very comfortable. We really enjoyed our stay and would highly recommend it."
United States
Holly R.
$396 nightly
The price is $438
Jul 27 - Jul 28
Total with taxes and fees
Beach house
On the beach, sun loungers, beach towels

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth
Englewood
9.8 out of 10, Exceptional, (42 reviews)
"Wow....this is one of the best VRBOs we've stayed in. Evan was a great host, very welcoming, helpful and quick to respond to questions. Location is so convenient to either Lemon Bay or the beach."
United States
Marla W.
$907 nightly
The price is $1,010
Jul 31 - Aug 1
Total with taxes and fees
Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark Teeth
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

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

8/10 Good
"Beautiful property"
Erin S. 8-night trip
Posted 1 hour ago
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Price trends for vacation rentals in Englewood

Less expensive
More expensive
Next month
May
February
$243
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 $241 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?

The Oceanview Oasis: This highly rated vacation home rental in Englewood is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Englewood include Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach! and Coastal Retreat with Private Pool on Manasota Key.

How many vacation rentals are there in Englewood?

Choose from 419 Expedia vacation rentals in Englewood for a memorable vacation.

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 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.