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Englewood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Englewood vacation rentals

1 bedroom, iron/ironing board, travel crib, free WiFi
Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach
2.0 star property
Englewood East
9.4 out of 10, Exceptional, (3)
"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 ￥8,455
￥30,137 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Englewood retreat just 12 minutes from the beach
Property grounds
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is ￥13,300
￥85,352 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Chadwick Cove Resort & Marina
Beach
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"

"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"

"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"
Englewood South
10.0 out of 10, Exceptional, (16)
"Very convenient to everything and a darling olace to stay. Owner very attentive"
United States
Courtney B.
The price is ￥12,682
￥35,654 total
includes taxes & fees
Dec 31 - Jan 1, 2026
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"
Outdoor dining
The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.6 out of 10, Exceptional, (9)
"A great unique place!"
United States
Jamie L.
The price is ￥13,897
￥29,399 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Beach Bus - Skoolie Camping!
Beach
Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
The price is ￥18,716
￥47,071 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Charming 2-bedroom house in Englewood with WiFi and AC
Sun loungers, beach towels
BEACH CLOSE BY AND BACKYARD LAKE BEAUTY

BEACH CLOSE BY AND BACKYARD LAKE BEAUTY

BEACH CLOSE BY AND BACKYARD LAKE BEAUTY
Englewood Central
10.0 out of 10, Exceptional, (8)
"Came in for a wedding perfect place . Very comfortable "
United States
Pamela C.
BEACH CLOSE BY AND BACKYARD LAKE BEAUTY
Outdoor pool, a heated pool
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.

Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.

Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.
Grove City
10.0 out of 10, Exceptional, (3)
"Awesome place to stay. Super quiet road and close to everything. The home is absolutely adorable and very clean. Couldn’t ask for a better place to stay and keep our boat. Will definitely rebook!! "
United States
Carol G.
The price is ￥14,037
￥47,227 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.
Sun loungers
Camper with Bicycles. Close to Beach. Deck & BBQ!

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)
"Camper was in a great location and very simplistic for a beach getaway. Host was very accommodating!"
United States
Emma V.
The price is ￥11,978
￥34,360 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Camper with Bicycles. Close to Beach. Deck & BBQ!
Beach
Newly renovated only minutes away from the 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, (58)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is ￥19,571
￥44,661 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Newly renovated only minutes away from the beach!!
TV
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

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
2.0 star property
Englewood Central
The price is ￥15,098
￥37,806 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
The price is ￥23,162
￥47,386 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Old Floridian cottage in Historic Gulf Village
Exterior
3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC

3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC

3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC
Englewood South
10.0 out of 10, Exceptional, (1)
"Jing was helpful and a great host"
United States
Owen C.
The price is ￥15,410
￥36,725 total
includes taxes & fees
Jan 6 - Jan 7, 2026
3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC
Exterior
"Ocean Pearl" 2-bd, 2 full bath spacious home.

"Ocean Pearl" 2-bd, 2 full bath spacious home.

"Ocean Pearl" 2-bd, 2 full bath spacious home.
2.0 star property
Englewood East
10.0 out of 10, Exceptional, (1)
"Property was very comfortable and recently updated.Well laid out anf functional. "
United States
Craig S.
The price is ￥28,075
￥61,515 total
includes taxes & fees
Jan 2 - Jan 3, 2026
"Ocean Pearl" 2-bd, 2 full bath spacious home.
Beach
Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!
Olde Englewood Village
9.2 out of 10, Wonderful, (12)
"Saw all of Dearborn Street including the Blues club. Beaches were great!"
United States
Katherine O.
The price is ￥15,782
￥58,386 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Englewood beach and Dearborn Street!
Fridge, microwave, oven, stovetop
Turtle Cay at The Beach Shack! Come On Down!

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, (43)
"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 ￥22,650
￥51,305 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Turtle Cay at The Beach Shack! Come On Down!
Property grounds
Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (48)
"Dog friendly."
United States
Kelly K.
The price is ￥23,251
￥53,400 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Waterfront Getaway, a Boating Paradise
Property grounds
Tranquil and close to Englewood beach

Tranquil and close to Englewood beach

Tranquil and close to Englewood beach
Englewood South
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. We had great communication with the host our whole stay. His place was clean and very centrally located. Would definitely stay here again!"
United States
Dani M.
The price is ￥18,882
￥38,528 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Tranquil and close to Englewood beach
Microwave, oven, stovetop, dishwasher
Coastal Cottage 2 Miles to the Beach

Coastal Cottage 2 Miles to the Beach

Coastal Cottage 2 Miles to the Beach
Englewood Central
10.0 out of 10, Exceptional, (4)
"The place was very nice. "
United States
Tracy H.
The price is ￥19,496
￥62,739 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Coastal Cottage 2 Miles to the Beach
Outdoor pool, a heated pool
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
Grove City
10.0 out of 10, Exceptional, (4)
"It was great, close to all amenities, quiet and comfortable and since the property manager lived nearby was even better."
Canada
Douglas S.
The price is ￥24,660
￥50,323 total
includes taxes & fees
Jan 3 - Jan 4, 2026
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
A heated pool
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
Grove City
10.0 out of 10, Exceptional, (9)
"Would rent again- condo was updated and extremely clean - host did a great job at responding to our needs"
United States
Allie A.
The price is ￥24,660
￥55,177 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
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

Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

10/10 Excellent
"The hotel was a perfect Christmas getaway—peaceful, relaxing, and ideal for family time. We loved spending our mornings sitting on the dock and walking along the water searching for hermit crabs. On Christmas Eve, our family enjoyed grilling together and playing cornhole, which made the holiday especially memorable. Although the pool was a bit chilly, we still took a dip and had fun. The villa was well equipped with everything needed to prepare a holiday meal, and the beds were comfortable. Overall, the space was cozy, clean, and very welcoming, making our stay truly enjoyable."
Tammy 4-night trip
Posted 2 days ago
Paradise Cove at Lemon Bay

Find out more about Englewood

Search for holiday rentals in Englewood on Expedia! You can easily find your home rentals, villas, holiday apartments in Englewood using one of the methods below:

  • View our selection of featured holiday rentals in Englewood
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Look no further and take a look at our great range of rental properties in Englewood!

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?

ALL NEW-Fully renovated! Steps to beach. Near Boca Grande. Great beaches/fishing: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Englewood include The Manatee House; Unique Beachfront Home & Picturesque Sunsets! and PRIVATE HOME AND HEATED SALT WATER POOL; BEACH AND BAY ACCESS!.

How many vacation rentals are there in Englewood?

Choose from 402 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.