Top 14 Vacation Rentals In Englewood, FL - Updated 2021

vacation rentals in englewood fl

In the US state of Florida lies a census-designated place called Englewood that is famed for its uncrowded beach, water activities and golf courses. It is shared by two counties - Charlotte and Sarasota along Florida’s Gulf Coast where people come to enjoy pure and pristine beaches with abundant wildlife. Some tourists go fishing whilst the others try parasailing or renting a jet ski. Whatever it is, Englewood is surely a place with loads of fun activities and a place to relax if you need to! If you don’t know where to stay, we’ve picked some of the best vacation rentals in Englewood, FL. There are plenty of options, including Airbnb! Scroll down to find out more.

1. A lovely cottage away from the busy road (from USD 82)

Situated in a quiet neighborhood in Englewood, this lovely Vrbo vacation rental is just one block away from the Royal Palm Marina. Travelers would love how close it is to Dearborn Street and Lemon Bay Park within a short walk, but the property is distant from the bustling sound of the roads giving the guests full relaxation, peace, and quiet. The property has a parking space, an outdoor grill, a patio, and a spacious garden. There’s a bicycle available on site which will be shared with other guests from the different cottages offered by the host.

Mango Cottage in Tranquil Olde Englewood
54 reviews
cottage 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
Full kitchen comfy LR recliners queen size bed and
bedroom laundry room and all the dishes
The back yard was difficult to use due to the debris from the pine trees
The yard was like a secluded paradise
The owners have decorated charmingly with quality items
This property was in tip top condition and
The owners made us feel welcome
We appreciated the quality comfort and cleanness of the interior as well as the lush landscaping outdoors
The owners are very friendly and happy to help with any questions you may have
private back deck and a beautiful wooded common area with table chairs and a fire pit
The owners were helpful with information on the local scene We have since purchased a vacation home in Englewood
Mango Cottage is tucked away but close to everything
It was an easy stroll to shops and restaurants of Olde Englewood/
It's a short walk to Lemon Bay Park and just two blocks to Snooks restaurant on Lemon Bay
Absolutely loved the outside area of Mango Cottage Spent many hours relaxing in the garden Convenient to Dearborn St and local beaches
Englewood downtown was a five minute drive away and a fun place to visit
Read more reviews

2. A beautiful canal home (from USD 148)

This spacious home by the canal is an ideal accommodation for six people. Built with three bedrooms and a heated swimming pool, plenty of fun and relaxation await. The house’s central location makes it easier for guests to explore the eateries, cafes, shops, and of course, the beaches in town.

The other features of this vacation home are the lanai, a canal deck for your boat, and a fully functional kitchen. There’s also a hot tub waiting for you to soak in at night, or any time you please, really!

Beautiful Canal Home, 3 Bed/3 Bath, heated pool, hot tub
46 reviews  
House 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
used grill and wonderful dinner table and chairs most evenings (which is in covered area of lanai
hot tub and pool very nice with pool well heated you can swim everyday
clean pool was perfect
it was very clean and well stocked
clean great pool; the kids loved it
the property was exactly as advertised clean and everything you need for your stay
the house was clean had everything we needed &great communication with the property owner too
we had great hosts at a great florida house
the owners were great to work with and answered any questions we had quickly
thank you for being so kind with me changing dates and then chance a hurricane
the communication with the owner was quick and great
location is prefect not only is it a short 5 minute drive but it’s filled with beautiful sights
quiet neighborhood for a relaxing weekend
my wife and i spent a wonderful month (october) at this home located in a quiet englewood neighborhood
Read more reviews

3. A modest condo near the beach (from USD 74)

Beachside accommodations that are budget-friendly are hard to come by, but there’s definitely no spending a scary amount of money when you choose this modest condo located at Palm Manor Resort in Englewood. This two-bedroom rental allows for six guests and is in a complex that features amenities like a heated pool, a tennis court, pickleball, and a clubhouse. Your unit comes with a kitchen, a screened-in lanai, a washer, and an entertainment-equipped living room.

The convenient location doesn’t hurt, too! Restaurants, pharmacies, and grocery stores are within walking distance from here.

Affordable Relaxation at Palm Manor
20 reviews Premier Host  
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 7
Refund Policy :

Top guest reviews
Amenities & Room:
we enjoyed the condo it was quiet comfortable and had everything we needed
nice clean spacious condo
the condo was clean and nicely furnished
condo was very clean and tastefully decorated and had all the necessities
the unit was very clean and well equipped with more than just the necessities
the unit was very clean and was equipped with everything you may need
property owners were very responsive with any questions we had
great experience owner mitchell quickly responded to my questions
the instructions from the owner made it very easy to gain access to our unit
communication with the owner was very prompt and friendly
great communication with the owner
pool was nice close to the y for workouts
it was close to everything we would definitely stay here again and recommend it to friends
we loved how close it was to the beach and to restaurants
the place was convenient close to beaches and other places we were interested in
Read more reviews

4. A beachfront home for four people (from USD 111)

A centralized air-conditioned home that accommodates up to four people, this private property is one of those accommodations with vibrant and clean facilities throughout the city. It comes with complete dining and kitchen equipment which guests may use during their stay. Everything you need for cooking such as appliances like a stove, a refrigerator, an oven, a coffeemaker, and a griller as well as cooking utensils, this home got it for you! But if you’re not fond of cooking, you’ll find restaurants and shops within a short walking distance from the house. Luckily, it is one of the cottages that was not hit by Hurricane Irma because even the disaster knows that this home will give more guests the comfort they yearn and deserve.

Waterfront - Bonfires - Tiki Bar - Sunset Deck - Fishing Dock
116 reviews
cottage 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
a wonderful 4 night stay
We loved the beautiful water view and comfortable water-side chairs
especially the bedroom and bathroom Wouldn't stay again
The backyard is very quiet and we only saw 2 other people there during our stay so it was very private
Bedroom was a little cramped and bed was too soft
The property was exactly as described
Bed was very comfortable and sunsets were beautiful
we sat on the dock and saw the manatee Friday evening and even the small gator
Me my son & grandchildren all had
We came by Boat and the dock was perfect
She was also very responsive and helpful when we had a question Sunsets were spectacular and we utilized the grill and loved eating at the table overlooking the water
It was a very clean and ac made it nice and cool
Good location close to beaches and within walking distance to a few restaurants and shops Beautiful views
Had a chance to check out the area
Come Sunday morning the dolphins visited us too
this was a convenient place to stay with easy access to Venice and Port Charlotte areas
Just A Few Minutes AwayIt's Great
Read more reviews

5. A peaceful space in Lemon Bay (from USD 48)

A cottage perfect for a group of four people, guests staying in the private accommodation would have the privilege of waking up to the beautiful view of Lemon Bay. Guests may access the kitchen, Wi-Fi, and a parking space. This vacation home rental in Englewood, Florida, is the perfect spot to go fishing or admire the beautiful sunrise and sunset. Going in and around the city center is easy as it is only a stone’s throw away from the cottage.

Tranquil cottage at Lemon Bay Cottage #4
Englewood, Florida, United States
113 reviews
Entire cottage 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
there is wifi and the tv has enough channels to be entertained
having a king bed is nice and it was pretty comfy
the bed was super comfortable
it was exceptionally clean and comfortable
the small apartment is very clean and comfortable
was clean and the bed very comfortable
it's very clean
if you are looking for a seamless experience clean and clear communication stay far
host and manager were very nice and helpful
linda was very responsive helpful and an excellent host
the host was also incredibly helpful and patient
the onsite host is friendly and very helpful
the people nearby are very friendly and linda was very responsive and helpful
good location on the bay
great location-right on lemon bay
safe close to everything
the location is amazing right near the water and close to everything you will need
great place and location for the price will definitely come back
Read more reviews

6. A homey cottage in downtown (from USD 100)

This short-term or weekly rental in Englewood, Florida, encompasses a number of conveniences such as restaurants, farmer’s markets, and shops around town. It has two bedrooms, that would fit a maximum of six people, and one bathroom. All utensils, pots, pans, and appliances such as stove, oven, refrigerator, microwave, and coffeemaker are available for basic cooking and food storage. Most importantly, you can easily communicate with the host if you need assistance during your stay.

Downtown Cottage
Englewood, Florida, United States
15 reviews
Entire cottage 4 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
the cottage was clean and well maintained
margaret is a great host very quick to respond to any questions or issues
lovely quite place close to everything fabulous host
great location within walking distance to downtown restaurants and bars
love the location - walk to dearborn street and the intercostal
great hosts convenient location cute little bungalow and very affordable
we really enjoyed our stay at margaret’s place
Read more reviews

7. A little piece of paradise in Lemon Bay (from USD 100)

Another homelike spot in Lemon Bay, this small but cozy cottage in Englewood is a few steps away from the private fishing pier and dock. It is also one of the private accommodations that offer amazing sunrise and sunset views right at your doorstep! Guests are allowed to access a small private beach and a heated pool easily. This Englewood, Florida, accommodation features cooking basics and essentials for the guest’s convenience.

Cottage on Lemon Bay- a little piece of Paradise
Englewood, Florida, United States
49 reviews
Entire cottage 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
it’s peaceful with a great little pool and lovely views over the water
enjoyed the heated pool and the quietness of the little community
the pool was heated and very swimmable for late december which was a pleasure
comfortable for 2 adults
very clean very cozy
clean cozy and comfortable
it was sparkling clean and had everything we needed
the cottage was very clean and had everything we needed and expected
the friendliness and hospitality of the other owners and guests was phenomenal
marlene was so nice and responsive to any questions we had
the neighbors were all very kind and courteous
if you need something marlene is easy to reach and very helpful
we met some very friendly people staying there
great location and nice interior
great location and very friendly atmosphere
this place is a beautiful location in englewood right at the lemon bay
the location is wonderful with the beach and restaurants so close
beautiful location right on lemon bay with incredible sunset viewed from private beach condo is well equipped
Read more reviews

8. A charming little tropical hideaway (from USD 500)

Ideal for a two-person trip, this charming little home in Englewood is what you need for an affordable but warm and convenient visit to town. The property itself is surrounded with various activities perfect for the outdoorsy travelers. To name a few, tourists may enjoy windsurfing, canoeing, jet-boating, fishing, bicycling, shell-searching and a whole lot more! Guests have access to the heated pool available on site and may grill in the patio. Head to the Town Center Mall in Port Charlotte, and there you’ll find eight movie theaters which are only 15 minutes away from the property. This Englewood rental is also pet-friendly.

🔹Spacious 5 bedroom Oceanside Pool House🔹 Sleeps 22🔹Steps from the Beach🔹
53 reviews
House 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
and I loved cooking in the kitchen
Enough pots and pans and dishes to support a large family
All the appliances are top of the line
All the beds are top quality mattresses and very comfortable
The beach was a short walk down the street
It was spacious and very clean
The house is beautifully decorated and equipped with almost everything you need
There was ample space for 3 families (10 of us) and it was updated and very clean
Had no problems accomdations were as advertised
Nice house very well decorated with beach theme
etc to the beach
Beautiful home and owner very responsive when asked questions Short walk to beach that is not very crowded
Home was very accommodating for our large group
Had a lot of personal touches that made us feel very welcome
We also loved watching the UVA Cavaliers win on their way to a Championship
the house is lovely and the location is great only about a block from the beach
My family stayed in this property from 7/16/17-7/23/17
The pool was a great addition
There was a short 5 minute walk to the beach and
Read more reviews

9. A condo rental with resort amenities (from USD 115)

For a group of four people, this spick-and-span condo is an ideal place to stay! Located at the Palm Manor complex, this second-level unit is built with two spacious bedrooms and two bathrooms. The condominium complex gives guests the luxury of enjoying the heated swimming pool, the outdoor barbeque area, and the tennis and shuffleboard courts.

Various shops and restaurants are within walking distance from the resort, although the condo comes with a fully equipped kitchen. Englewood Beach is about 2.5 miles (4 kilometers) from the rental.

Warm weather and beautiful beaches. 🏝Come out and enjoy the sun.🌞🌊🍹
18 reviews  
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

10. A charming house on a pond (from USD 99)

You don’t have to worry about burning a hole through your pocket when you choose this newly updated rental by the pond. Located just five minutes from Englewood Beach, this affordable one-bedroom home is large enough for five people. A fenced-in backyard, a pergola lounge, a front lanai, and a fire pit are just a few of the luxuries you’ll have access to here.

The house itself is equipped with a full kitchen, free Wi-Fi, and a living room with a TV. This accommodation is also pet-friendly!

Newly Renovated! Charming & Quaint, on pond. MINUTES from MANASOTA KEY beaches!
Englewood, FL, US
1 Bedroom 2 Bathrooms

11. A cute cottage close to the gulf (from USD 89)

If you’re a solo traveler or a couple looking for a charming place to stay in Englewood, this old Floridian cottage in a historic village is one of the best. It is located just a block from the iconic Dearborn Street and features a spacious bedroom with a queen bed. The interior boasts a beachy charm with its aqua-colored walls and tropical-inspired furniture.

This rental is within walking distance of boat ramps and fishing piers, as well as attractions like Indian Mound Park, Veterans Park, and Royal Palm Marina.

Old Floridian cottage in Historic Gulf Village
6 reviews  
House 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

12. A luxurious beachfront home

If you need a bigger space with the same amount of luxury it offers, this three-bedroom beachfront home in Florida might be the answer to what you are looking for. Tourists may enjoy dining outdoors while in awe of the overlooking calm sea or step outside and take advantage of the convenient location where shops and restaurants are available. Though it is minutes away from these establishments, tourists may still savor the peace and quiet at the property during their stay. You’ll never know, this might be the unforgettable beachfront experience you need!

Luxury beach front home with guest house included.
38 reviews
House 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
the open airy feel of the home is notable as you first enter
The kitchen has another high top table for four and every single thing you'll need if you decide to cook Two coffee pots make it easy for family mornings
Gorgeous living areas and nice kitchen Bedrooms and bathrooms are basic - bedrooms nice and roomy baths on the small side
House was spacious with great amenities
and they even had a pack-n-play a high chair and XFinity in every room with voice control that understands 'Bubble Guppies'
Impeccably clean airy and bright
and I loved how it was decorated and set up
the caretaker provide a wonderful home for a family gathering Clean Beautifully furnished and
Mike was a great help as well Fruit basket and fridge stocked with milk
eggs and juice made our arrival so special
various inflatables ready to float in the garage along with the onsite laundry
well stocked multiple blenders
(Kids ate in the main house
It's perfectly isolated but convenient
we felt bad for the cute little island natives
umbrellas and shark took rakes were a great plus 2 bikes and a few fishing poles in the garage
We got lucky with the red tide bad day 1 and day 6 but pretty clear in between Lots to do in Lemon Bay too
Read more reviews

13. A luxurious home with heated pool

If you’re the type of person who likes a staycation rather than going out, it would be best to choose a private accommodation where you can enjoy most of your time with all the comfort that you need just like this luxurious home in Englewood where guests may make use of an indoor pool and hot tub plus the spacious garden. It is ideal for families or a group up to a maximum of eight people, who want to relax during their trip to Florida. Also, travelers may use the fully equipped kitchen, laundry room, and an indoor screened lanai with tables and chairs to chill. If you wish to get a breath of fresh air, golf clubs, restaurants, and several beaches are just minutes away from the property!

NO IRMA ISSUES,Tropica Paradisen Luxury Home-Mile to eaches-Fishing Pier-Wifi
8150 Manasota Key Rd
House 3 Bedrooms 2 Bathrooms

14. A magnificent seafront villa

Nothing’s more alluring than to wake up with turquoise water and several sea creatures such as manatees, sea turtles, stingray, and the occasional dolphin spectacle awaits! This private villa surely offers nothing but comfort, convenience and utmost relaxation to its guests. Aside from the benefit of using the heated pool, visitors are allowed to use the outdoor grill, chill in the garden area, chill in the patio, or relax in the hammock. Travelers may find a variety of wine bars and gourmet dining places near the villa so it sure won’t be a problem also.

Beachfront, Gulf Of Mexico, Beach, Pool, Manasota Key, Luxury, Villa, Englewood
5024 N Beach Rd
House 3 Bedrooms 3 Bathrooms

What's good, Englewood?

Choose from the topmost vacation rentals in Englewood, Florida to make yourself content and comfortable during your beach holiday in the city! Englewood offers many things to do so you’ll never be bored.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Just a small town girl living in an ecstatic world. Loves to travel be it a hatch or spontaneous. For me, life is full of surprises if you just open your eyes and explore things unknown. I always...Read more

 Want to contribute as a Local Expert?
Explore Englewood
Good things are meant to be shared!