Englewood Vacation Rentals

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Our top choices for Englewood vacation rentals

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)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
$266 nightly
The price is $295
Mar 8 - Mar 9
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

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.
$289 nightly
The price is $323
Apr 1 - Apr 2
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village

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, (50 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
Mar 12 - Mar 13
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach
Englewood East
9.0 out of 10, Wonderful, (4 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.
$201 nightly
The price is $222
Mar 9 - Mar 10
Total with taxes and fees
Englewood retreat just 12 minutes from the beach

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.6 out of 10, Exceptional, (10 reviews)
"A great unique place!"
United States
Jamie L.
$210 nightly
The price is $235
Apr 7 - Apr 8
Total with taxes and fees
The Beach Bus - Skoolie Camping!

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.
$505 nightly
The price is $560
Mar 9 - Mar 10
Total with taxes and fees
Stylish Retreat-Mins to Beach-Private Lanai-WiFi

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
$689 nightly
The price is $748
Mar 20 - Mar 21
Total with taxes and fees
Chadwick Cove Resort & Marina

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.
$256 nightly
The price is $285
Mar 22 - Mar 23
Total with taxes and fees
Newly renovated only minutes away from the beach!!

Newly renovated, cozy 2 bedroom.

Newly renovated, cozy 2 bedroom.
Englewood East
9.8 out of 10, Exceptional, (21 reviews)
"It was a great spot to stay !"
United States
Miranda H.
$217 nightly
The price is $240
Mar 27 - Mar 28
Total with taxes and fees
Newly renovated, cozy 2 bedroom.

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.
$418 nightly
The price is $463
Mar 25 - Mar 26
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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
8.6 out of 10, Excellent, (10 reviews)
"Great place to stay right on the water! "
United States
Richard W.
$348 nightly
The price is $386
Mar 17 - Mar 18
Total with taxes and fees
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach

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
$319 nightly
The price is $354
Apr 2 - Apr 3
Total with taxes and fees
2-bedroom pool house with golf cart in Englewood, close to the beaches!

Near Manasota Beach 2 King Beds Pet Friendly

Near Manasota Beach 2 King Beds Pet Friendly
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.
$395 nightly
The price is $437
Mar 22 - Mar 23
Total with taxes and fees
Near Manasota Beach 2 King Beds Pet Friendly

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
South Venice
10.0 out of 10, Exceptional, (143 reviews)
"Excellent location, beautiful home, wonderful owners that helped with whatever we needed quickly! We have stayed here twice and love it! "
United States
Marilyn D.
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

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.
$366 nightly
The price is $408
Apr 1 - Apr 2
Total with taxes and fees
Englewood beach and Dearborn Street!

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful stay!!!! The house looks great! "
United States
regina g.
$525 nightly
The price is $581
Mar 20 - Mar 21
Total with taxes and fees
Beach house

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, (7 reviews)
"Owner were very accommodating, place was great. We will be back!"
United States
David W.
$440 nightly
The price is $487
Mar 22 - Mar 23
Total with taxes and fees
HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.

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.
$455 nightly
The price is $488
Mar 21 - Mar 22
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (1 review)
"Immaculate property, well appointed, clean and all new. So comfortable, great location and Heather is an amazing host. We would recommend this to anyone visiting the area. "
United States
christine w.
$221 nightly
The price is $244
Mar 9 - Mar 10
Total with taxes and fees
Nautical Nook

Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
Olde Englewood Village
$123 nightly
The price is $136
Apr 6 - Apr 7
Total with taxes and fees
Paradise in the heart of Old Englewood Village
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

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 $497 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.

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 Manatee House; Unique Beachfront Home & Picturesque Sunsets!: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a private yard, 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 Tropical Oasis - Englewood Beach, FL. and 120 steps to beach! Safely on the beach side of the road!.

How many vacation rentals are there in Englewood?

Choose from 410 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.