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)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is CA $163
CA $413 total
includes taxes & fees
Mar 19 - Mar 20
Charming 2-bedroom house in Englewood with WiFi and AC

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.
The price is CA $195
CA $504 total
includes taxes & fees
Apr 5 - Apr 6
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

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 $354
CA $1,008 total
includes taxes & fees
Mar 31 - Apr 1
Chadwick Cove Resort & Marina

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.
The price is CA $224
CA $459 total
includes taxes & fees
Apr 2 - Apr 3
Old Floridian cottage in Historic Gulf Village

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

Coastal Quadruplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is CA $162
CA $579 total
includes taxes & fees
Mar 29 - Mar 30
Coastal Quadruplex with private beach access & deck - dog-friendly

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.
The price is CA $326
CA $755 total
includes taxes & fees
Mar 22 - Mar 23
Stylish Retreat-Mins to Beach-Private Lanai-WiFi

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.
The price is CA $332
CA $611 total
includes taxes & fees
Mar 17 - Mar 18
WALK TO GULF BEACH! DOG FRIENDLY PROPERTY!

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.
The price is CA $189
CA $344 total
includes taxes & fees
Apr 7 - Apr 8
The Beach Bus - Skoolie Camping!

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 $234
CA $639 total
includes taxes & fees
Mar 25 - Mar 26
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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.
The price is CA $170
CA $389 total
includes taxes & fees
Mar 29 - Mar 30
Newly renovated only minutes away from the beach!!

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.
The price is CA $216
CA $531 total
includes taxes & fees
Mar 22 - Mar 23
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and 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, (11 reviews)
"Perfect getaway beach trip."
United States
jill s.
The price is CA $184
CA $611 total
includes taxes & fees
Apr 2 - Apr 3
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

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
The price is CA $220
CA $451 total
includes taxes & fees
Mar 30 - Mar 31
2-bedroom pool house with golf cart in Englewood, close to the beaches!

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful stay!!!! The house looks great! "
United States
regina g.
The price is CA $428
CA $799 total
includes taxes & fees
Mar 20 - Mar 21
Beach house

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.
The price is CA $168
CA $561 total
includes taxes & fees
Apr 11 - Apr 12
Englewood beach and Dearborn Street!

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 $135
CA $341 total
includes taxes & fees
Apr 4 - Apr 5
Newly renovated cozy 2 Bedroom.

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.
The price is CA $213
CA $489 total
includes taxes & fees
Apr 8 - Apr 9
Waterfront Getaway, a Boating Paradise

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, (8 reviews)
"Owner were very accommodating, place was great. We will be back!"
United States
David W.
The price is CA $240
CA $647 total
includes taxes & fees
Apr 6 - Apr 7
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.
The price is CA $359
CA $676 total
includes taxes & fees
Mar 22 - Mar 23
Turtle Cay at The Beach Shack! Come On Down!

Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate

Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate
Manasota Beach
The price is CA $474
CA $1,065 total
includes taxes & fees
Apr 11 - Apr 12
Gulf Front Escape on the Beach with Shared Viewing Deck & Pool - Cozy & Intimate
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?

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.