Englewood Vacation Rentals

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Check prices for these dates

Our top choices for Englewood vacation rentals

1. 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

2. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
$990 nightly
The price is $1,079
Nov 8 - Nov 9
Total with taxes and fees
Gulf View Condominiums

3. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,040 reviews)
"Great resort and location!"
United States
Christine
$166 nightly
The price is $188
Dec 7 - Dec 8
Total with taxes and fees
Tropical Beach Resorts

4. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,361 reviews)
"Great place to stay but comes with a price."
United States
John
$192 nightly
The price is $215
Nov 30 - Dec 1
Total with taxes and fees
The Suites at Fishermen’s Village

5. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (698 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Dec 6 - Dec 7
Total with taxes and fees
A Beach Retreat

6. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
$325 nightly
The price is $364
Nov 10 - Nov 11
Total with taxes and fees
Dreams Away - Sleeps 10 Pool Golf Fun

7. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (285 reviews)
"Is was a great place to stay, everything was perfect!"
United States
Tracie Costello
$215 nightly
The price is $240
Dec 2 - Dec 3
Total with taxes and fees
Casey Key Resort

8. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
$420 nightly
The price is $474
Nov 10 - Nov 11
Total with taxes and fees
Home < 1-mi Walk to Warm Mineral Springs Park!

9. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (206 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
$209 nightly
The price is $236
Nov 8 - Nov 9
Total with taxes and fees
SeaSpray Resort

10. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,479 reviews)
"This place was perfect!"
United States
Kat
$152 nightly
The price is $172
Nov 24 - Nov 25
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

11. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
$188 nightly
The price is $210
Nov 10 - Nov 11
Total with taxes and fees
Captiva Beach Resort

12. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (391 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
$180 nightly
The price is $203
Nov 22 - Nov 23
Total with taxes and fees
Tiny House Siesta

13. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
$288 nightly
The price is $326
Nov 9 - Nov 10
Total with taxes and fees
Siesta Heron Suites & Villas

14. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
$354 nightly
The price is $385
Nov 9 - Nov 10
Total with taxes and fees
MALU LANI Inn & Marina

15. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
$297 nightly
The price is $336
Nov 9 - Nov 10
Total with taxes and fees
Beach Tree Cottage,Walk To Beach& Siesta

16. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
$370 nightly
The price is $418
Nov 11 - Nov 12
Total with taxes and fees
Beach View 100ft To Beach and SPA

17. PinkMango Cottage Steps to Beach&Village

PinkMango Cottage Steps to Beach&Village
2.0 star property
Siesta Key Village
PinkMango Cottage Steps to Beach&Village

18. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
$541 nightly
The price is $611
Nov 23 - Nov 24
Total with taxes and fees
Unwind Poolside + Walk to Beach! Sarasota Retreat

19. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
$373 nightly
The price is $421
Nov 9 - Nov 10
Total with taxes and fees
BlueDolphin Cottage Walk To Siesta Beach

20. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
Siesta Heron 6 / Sunset
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 $237 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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