Englewood Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Englewood holiday rentals

Property grounds

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 HK$769
HK$1,564 total
includes taxes & fees
4 May - 5 May
The Beach Bus - Skoolie Camping!
Exterior

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 HK$682
HK$4,289 total
includes taxes & fees
8 May - 9 May
Chadwick Cove Resort & Marina
Sun-loungers

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 HK$588
HK$1,883 total
includes taxes & fees
12 May - 13 May
Charming 2-bedroom house in Englewood with WiFi and AC
Beach

Englewood beach and Dearborn Street!

Englewood beach and Dearborn Street!
Olde Englewood Village
9.2 out of 10, Wonderful, (19 reviews)
"Everything was great location cleanliness"
United States
robert l.
The price is HK$793
HK$2,972 total
includes taxes & fees
5 May - 6 May
Englewood beach and Dearborn Street!
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, (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 HK$698
HK$2,341 total
includes taxes & fees
4 May - 5 May
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
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
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 HK$599
HK$1,943 total
includes taxes & fees
4 May - 5 May
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
3 bedrooms, desk, iron/ironing board, travel cot

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 HK$1,241
HK$3,505 total
includes taxes & fees
4 May - 5 May
Private Lanai - 5 Min to Beach - Full Kitchen + Laundry
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, (63 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is HK$979
HK$2,219 total
includes taxes & fees
4 May - 5 May
Newly renovated only minutes away from the beach!!
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)
"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 HK$331
HK$1,405 total
includes taxes & fees
4 May - 5 May
Englewood retreat just 12 minutes from the beach
Terrace/patio

Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
10.0 out of 10, Exceptional, (4 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 HK$1,171
HK$3,199 total
includes taxes & fees
4 May - 5 May
Bayfront Condo, Prime Beach Access, Manasota Key
Private kitchen

Path to Paradise.

Path to Paradise.
Olde Englewood Village
The price is HK$1,248
HK$2,903 total
includes taxes & fees
20 May - 21 May
Path to Paradise.
Fridge, microwave, oven, stovetop

Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (6 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
The price is HK$564
HK$1,682 total
includes taxes & fees
4 May - 5 May
Newly renovated cozy 2 Bedroom.
Fridge, microwave, oven, stovetop

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 HK$1,136
HK$2,675 total
includes taxes & fees
14 May - 15 May
2-bedroom pool house with golf cart in Englewood, close to the beaches!
Beach nearby, beach towels

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$655
HK$1,815 total
includes taxes & fees
4 May - 5 May
Nautical Nook
Interior

Beach house

Beach house
Manasota Key
10.0 out of 10, Exceptional, (36 reviews)
"Great property. Great hosts. "
United States
Nick B.
The price is HK$1,920
HK$3,866 total
includes taxes & fees
6 May - 7 May
Beach house
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
9.0 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 HK$1,959
HK$4,395 total
includes taxes & fees
10 May - 11 May
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Property grounds

Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
Olde Englewood Village
The price is HK$578
HK$899 total
includes taxes & fees
11 May - 12 May
Paradise in the heart of Old Englewood Village
Smart TV, books, offices

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 HK$1,163
HK$2,719 total
includes taxes & fees
4 May - 5 May
Waterfront Getaway, a Boating Paradise
Beach nearby

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (42 reviews)
"The beach shack was loaded with everything needed to have a very comfortable stay. The location is fantastic with the beach and several restaurants all within walking distance. I will definitely be back!"
United States
Anne Marie B.
The price is HK$1,237
HK$2,778 total
includes taxes & fees
11 May - 12 May
Flamingo's Nest at the Beach Shack. Just one block from the beach!
TV, fireplace, ping pong

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is HK$1,058
HK$3,248 total
includes taxes & fees
4 May - 5 May
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
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

Charming Old Florida Beach Cottage with Gulf View - Just 60 Steps to Beach!

Charming Old Florida Beach Cottage with Gulf View - Just 60 Steps to Beach!

10/10 Excellent
"Perfect!"
catherine h. 7-night trip
Posted 1 day ago
Charming Old Florida Beach Cottage with Gulf View - Just 60 Steps to Beach!

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:

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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 holiday rental in Englewood?

Yes, there are holiday rentals close to the most popular sights in Englewood, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Englewood has to offer?

COCO BUNGALOW - All new w/ heated pool, bikes, beach equipment & more: This highly rated holiday home rental in Englewood is located near the beach, and has a patio, a selection of games and a BBQ 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 WOW! THE ULTIMATE LUXURY BEACH FRONT HOME with FULL PRIVATE GULF FRONT BEACH! and The Oceanview Oasis.

How many holiday rentals are there in Englewood?

Choose from 443 Expedia holiday rentals in Englewood for a memorable holiday.

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 holiday rentals like in Englewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Englewood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.