Englewood Vacation Rentals

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Our top choices for Englewood vacation rentals

1. 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.
$231 nightly
The price is $260
Dec 1 - Dec 2
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
$578 nightly
The price is $623
Nov 18 - Nov 19
Total with taxes and fees
Chadwick Cove Resort & Marina

3. Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
United States
Matthew
$224 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
Path to Paradise.

4. 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)
"Great stay, all the space we needed. Well stocked and convenient to everything. "
United States
Donna N.
$236 nightly
The price is $265
Nov 15 - Nov 16
Total with taxes and fees
Newly renovated only minutes away from the beach!!

5. 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, (6 reviews)
"The host was so nice I’ll be staying there again!"
United States
Melissa
$224 nightly
The price is $250
Nov 21 - Nov 22
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

6. Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)
Manasota Key
10.0 out of 10, Exceptional, (3 reviews)
"Great location and set-up of the property. On site- grill, beach wagon,umbrellas,sifters, shell shovels, etc.. Very quiet location and can walk across the street to see the sunset. Beaches are very close, as well is dining, and water craft rentals. Checkin/out very easy. I recommend this location for your vacation rental."
Canada
John
$281 nightly
The price is $313
Nov 8 - Nov 9
Total with taxes and fees
Coastal Manasota Key Quadruplex, Dog-Friendly Studio, Snowbird Specials (Unit C)

7. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
United States
Dolores
$215 nightly
The price is $239
Nov 13 - Nov 14
Total with taxes and fees
Nautical Nook

8. 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
10.0 out of 10, Exceptional, (16 reviews)
"Great stay for our family of 5!"
United States
Shawn G.
$239 nightly
The price is $269
Nov 8 - Nov 9
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

9. 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, (47 reviews)
"I travel down South for business every so often and I'm always looking for a nice spot to stay. This place was great and extremely clean. Heather was great with responding to any questions I had. A lot of fun restaurants and local bars within less than a mile. I will be back."
United States
John M.
$338 nightly
The price is $359
Nov 23 - Nov 24
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

10. Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach
Olde Englewood Village
$309 nightly
The price is $348
Nov 9 - Nov 10
Total with taxes and fees
Knot Working Waterfront Cottage | Near Dearborn St | Pool | Dock | Beach

11. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
9.4 out of 10, Exceptional, (24 reviews)
"Excellent place to stay! Would definitely stay again."
United States
Justin B.
$319 nightly
The price is $355
Nov 12 - Nov 13
Total with taxes and fees
Bayfront Condo, Prime Beach Access, Manasota Key

12. Tranquil and close to Englewood beach

Tranquil and close to Englewood beach
Englewood South
9.8 out of 10, Exceptional, (10 reviews)
"Clean and the Host was great! Will stay again!"
United States
Rob M.
$200 nightly
The price is $223
Nov 9 - Nov 10
Total with taxes and fees
Tranquil and close to Englewood beach

13. Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks
Manasota Key
$281 nightly
The price is $314
Nov 8 - Nov 9
Total with taxes and fees
Manasota Key Waterfront Condo Full Kitchen 1 Bed Boat Dock Beach Access Kayaks

14. 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
9.8 out of 10, Exceptional, (8 reviews)
"Great place. Clean and comfortable. Communication with host was quick and easy."
United States
Christian O.
$259 nightly
The price is $288
Nov 14 - Nov 15
Total with taxes and fees
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

15. Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles
Englewood Central
10.0 out of 10, Exceptional, (18 reviews)
"We only stayed one night, but had a wonderful experience. The house is immaculate, and has everything you need. Loved our stay, we will stay again when we are back in town"
United States
Deborah C.
$305 nightly
The price is $340
Nov 9 - Nov 10
Total with taxes and fees
Serene Retreat - 5 mins to Beach, with Beach Gear, Firepit, Bicycles

16. Canal house in Englewood with kayaks close to beaches, springs & attractions!

Canal house in Englewood with kayaks close to beaches, springs & attractions!
Englewood South
$341 nightly
The price is $380
Nov 8 - Nov 9
Total with taxes and fees
Canal house in Englewood with kayaks close to beaches, springs & attractions!

17. Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (71 reviews)
"Beautiful property"
United States
Erin S.
$251 nightly
The price is $280
Nov 9 - Nov 10
Total with taxes and fees
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

18. Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (51 reviews)
"The stay was, as usual, very nice! I can’t say enough about how wonderful the management team is here!! Outstanding!! See you next year!!"
United States
Chris N.
$251 nightly
The price is $280
Nov 8 - Nov 9
Total with taxes and fees
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

19. Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
$180 nightly
The price is $201
Nov 9 - Nov 10
Total with taxes and fees
Newly renovated cozy 2 Bedroom.

20. 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, (54 reviews)
"It was a relaxing and beautiful stay!"
United States
Samantha I.
$251 nightly
The price is $280
Nov 9 - Nov 10
Total with taxes and fees
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
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.

Find vacation rentals that suit your style

Top Englewood Hotel Reviews

Find out more about Englewood

Everything you need to know about Englewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Englewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Englewood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Englewood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Englewood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Englewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $239 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Englewood rentals

At Expedia, we put the best Englewood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Englewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Englewood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Englewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a garden, 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 Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre and Beachside Bliss: Family-Friendly.

How many vacation rentals are there in Englewood?

Choose from 413 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 Manasota Beach and Englewood 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.

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