A coastal residential area with a beach, roads, and a marina.

Englewood Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Englewood vacation rentals

An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

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
The price is AED 531
AED 2,248 total
includes taxes & fees
19 Oct - 20 Oct
Chadwick Cove Resort & Marina
A covered outdoor area with white furniture, including chairs and a table, overlooking a beach.

2. Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is AED 1,562
AED 3,770 total
includes taxes & fees
19 Oct - 20 Oct
Gulf View Condominiums
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (692 reviews)
"Enjoyed our stay"
United States
Robin
The price is AED 677
AED 765 total
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

4. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is AED 502
AED 1,511 total
includes taxes & fees
18 Oct - 19 Oct
Dreams Away - Sleeps 10 Pool Golf Fun
A beach with a thatched-roof structure, palm trees, and a view of the sea.

5. 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, (1,344 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is AED 630
AED 705 total
includes taxes & fees
25 Oct - 26 Oct
The Suites at Fishermen’s Village
A wooden structure with a thatched roof overlooking a beach.

6. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Nice little property,very well kept.Host was very nice and helpful.Will be back again."
United States
Greg
The price is AED 685
AED 843 total
includes taxes & fees
28 Oct - 29 Oct
Casey Key Resort
A modern kitchen with a central island, a dining area with bar stools, a fireplace, and a living room with a sofa and ottoman.

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

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is AED 551
AED 1,638 total
includes taxes & fees
20 Oct - 21 Oct
Home < 1-mi Walk to Warm Mineral Springs Park!
A pool area with a waterfall feature, lounge chairs, and palm trees.

8. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,971 reviews)
"Amazing resort,"
United States
kurt
The price is AED 467
AED 623 total
includes taxes & fees
18 Oct - 19 Oct
Tropical Beach Resorts
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

9. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (197 reviews)
"Best short vacation"
United States
Rommel
The price is AED 733
AED 828 total
includes taxes & fees
8 Nov - 9 Nov
SeaSpray Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

10. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,468 reviews)
"This place was perfect!"
United States
Kat
The price is AED 458
AED 517 total
includes taxes & fees
15 Oct - 16 Oct
Hibiscus Suites - Gateway to Siesta Key
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

11. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,321 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is AED 628
AED 772 total
includes taxes & fees
18 Oct - 19 Oct
Captiva Beach Resort
A beach with a prominent dead tree trunk, sandy shore, and calm sea.

12. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is AED 647
AED 1,379 total
includes taxes & fees
15 Oct - 16 Oct
MALU LANI Inn & Marina
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

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
The price is AED 359
AED 1,144 total
includes taxes & fees
15 Oct - 16 Oct
Siesta Heron Suites & Villas
A compact living space with a kitchen, a dining area, and a sofa with cushions.

14. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (387 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
The price is AED 199
AED 719 total
includes taxes & fees
17 Oct - 18 Oct
Tiny House Siesta
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

15. House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very good, (2 reviews)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
The price is AED 993
AED 2,727 total
includes taxes & fees
22 Oct - 23 Oct
House of The Sun Siesta Key Crescent Beach
A beach with tall grasses and a sunset sky.

16. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is AED 1,425
AED 2,580 total
includes taxes & fees
26 Oct - 27 Oct
Siesta Heron 6 / Sunset
A room with a dining table, chairs, a television, a sofa, and a lamp.

17. BlueDolphin Cottage Walk To Siesta Beach

BlueDolphin Cottage Walk To Siesta Beach
2.5 star property
Siesta Key Village
The price is AED 631
AED 1,448 total
includes taxes & fees
19 Oct - 20 Oct
BlueDolphin Cottage Walk To Siesta Beach
A covered outdoor area with a wooden table and chairs, a white door, and a yellow wall.

18. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is AED 542
AED 1,347 total
includes taxes & fees
15 Oct - 16 Oct
Yellow Palm Cottage, Heart of Siesta Key
A pair of stacked front-loading washing machines in a commercial setting.

19. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
Beach View 100ft To Beach and SPA
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a ceiling fan.

20. 4 Mi to Siesta Key Beach: Condo w/ Pool Access

4 Mi to Siesta Key Beach: Condo w/ Pool Access
4.0 star property
Sarasota
10.0 out of 10, Exceptional, (1 review)
"The property was clean and decorated so cute. It was easy to find and simple check in. We had a problem with the ac and they fixed it right away. The host was great and communicated very well. Highly recommended!"
United States
Lori
The price is AED 301
AED 1,051 total
includes taxes & fees
15 Oct - 16 Oct
4 Mi to Siesta Key Beach: Condo w/ Pool Access
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

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

8/10 Good
"View of harbor is excellent, centrally located to restaurants. The bar/restaurant next door was loud into the night."
Melanie 2-night trip
Posted 23 hours ago
Chadwick Cove Resort & Marina

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.