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, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is CA $92
CA $320 total
includes taxes & fees
May 12 - May 13
Charming 2-bedroom house in Englewood with WiFi and AC

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.
The price is CA $58
CA $245 total
includes taxes & fees
Apr 28 - Apr 29
Englewood retreat just 12 minutes from the beach

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, (12 reviews)
"Perfect getaway beach trip."
United States
jill s.
The price is CA $122
CA $527 total
includes taxes & fees
Apr 28 - Apr 29
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

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
The price is CA $157
CA $791 total
includes taxes & fees
Apr 28 - Apr 29
Chadwick Cove Resort & Marina

Coastal Quadruplex with private beach access & deck - dog-friendly

Coastal Quadruplex with private beach access & deck - dog-friendly
Manasota Key
8.4 out of 10, Very good, (20 reviews)
"We enjoyed the place even though we slept and showered there . Quiet. Clean "
United States
Dollie
The price is CA $122
CA $527 total
includes taxes & fees
Apr 28 - Apr 29
Coastal Quadruplex with private beach access & deck - dog-friendly

Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!
Olde Englewood Village
9.2 out of 10, Wonderful, (19 reviews)
"Great for kids ,very private "
United States
Michael W.
The price is CA $138
CA $524 total
includes taxes & fees
Apr 29 - Apr 30
Englewood beach and Dearborn Street!

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)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
The price is CA $122
CA $413 total
includes taxes & fees
May 3 - May 4
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.8 out of 10, Exceptional, (12 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
The price is CA $137
CA $277 total
includes taxes & fees
May 4 - May 5
The Beach Bus - Skoolie Camping!

Private Lanai - 5 Min to Beach - Full Kitchen + Laundry

Private Lanai - 5 Min to Beach - Full Kitchen + Laundry
Englewood East
9.8 out of 10, Exceptional, (7 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.
The price is CA $217
CA $618 total
includes taxes & fees
May 10 - May 11
Private Lanai - 5 Min to Beach - Full Kitchen + Laundry

Path to Paradise.

Path to Paradise.
Olde Englewood Village
The price is CA $146
CA $422 total
includes taxes & fees
Apr 28 - Apr 29
Path to Paradise.

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, (63 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is CA $171
CA $391 total
includes taxes & fees
Apr 28 - Apr 29
Newly renovated only minutes away from the beach!!

Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful condo! Everything we needed for a fun stay was provided. Beautiful bay view, excellent location. Will definitely stay here again!"
United States
Gloria T.
The price is CA $204
CA $561 total
includes taxes & fees
Apr 28 - Apr 29
Bayfront Condo, Prime Beach Access, Manasota Key

Dog Friendly Spacious Quadplex

Dog Friendly Spacious Quadplex
Manasota Key
The price is CA $232
CA $999 total
includes taxes & fees
Apr 30 - May 1
Dog Friendly Spacious Quadplex

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, (7 reviews)
"Everything was great, including the host"
United States
Fred
The price is CA $198
CA $467 total
includes taxes & fees
May 3 - May 4
2-bedroom pool house with golf cart in Englewood, close to the beaches!

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard
Englewood South
The price is CA $160
CA $548 total
includes taxes & fees
Apr 28 - Apr 29
4 Min to Beach • Spacious 3BR Home • 4 Beds • Private Gym • Large Backyard

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.
The price is CA $342
CA $776 total
includes taxes & fees
May 1 - May 2
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $113
CA $315 total
includes taxes & fees
Apr 28 - Apr 29
Nautical Nook

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, (6 reviews)
"Camper was in a great location and very simplistic for a beach getaway. Host was very accommodating!"
United States
Emma V.
The price is CA $105
CA $273 total
includes taxes & fees
Apr 28 - Apr 29
Camper with Bicycles. Close to Beach. Deck & BBQ!

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
9.8 out of 10, Exceptional, (6 reviews)
"We all had a wonderful stay!!! The home was clean, beautifully furnished and appointed with all sorts of amenities: coffee, tea, beach chairs, towels, laundry detergent and more. The fenced in yard was wonderful for privacy and the dogs. The owners were very responsive to our questions and needs. We would definitely stay here again!!! Not only was the home super cute, it was close to everything: grocery store, pharmacy, downtown, beaches and restaurants. "
United States
Jade C.
The price is CA $105
CA $342 total
includes taxes & fees
Apr 28 - Apr 29
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

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.
The price is CA $111
CA $313 total
includes taxes & fees
Apr 28 - Apr 29
Newly renovated cozy 2 Bedroom.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Englewood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

COCO BUNGALOW - All new w/ heated pool, bikes, beach equipment & more: This highly rated vacation home rental in Englewood is located near the beach and has a patio, a selection of games, 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 The Oceanview Oasis and Charming Old Florida Beach Cottage with Gulf View - Just 60 Steps to Beach!.

How many vacation rentals are there in Englewood?

Choose from 441 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 Englewood Beach and Stump Pass Beach State Park.

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.