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Englewood Vacation Rentals

(66 rentals)
Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$245
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool

About this property

DECEMBER AND JANUARY SPECIAL!!! HURRY!!! Everything You Could Ask For and More in this beautiful and relaxing 2 bedroom condo with a Gulf view. This condo complex is one of only two on the island that is gated for your security. As you enter the condo, you are greeted by a wet-bar and cabinets for extra...

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$198
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful two bedroom two bath recently redecorated condominium in Fiddlers Green In Englewood Florida. Great location with one Italian restaurant right at the entrance within walking distance. Many restaurants nearby and is only a few miles from the bridge going over to BocaGrand. This condominium has...

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$87
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom, two bathroom is in a beautiful location and minutes from 4 beaches, water sports and golf courses, restaurants, hiking and shopping. Enjoy two pools on the premises, one is directly across this unit. Shuffle board, pickleball and tennis courts are also available. The unit backs up to...

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Featured review

"Fiddlers Green"

We stayed in December of last year, and the place was immaculate. It is a great location to get to other areas in this area of Florida. And the pool and vicinity was well maintained. We would definitely...

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$77
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay...

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$280
avg per night

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Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning Canal-Front Retreat. Welcome to your dream Florida getaway. This completely renovated waterfront retreat sits on a beautifully landscaped tip lot with nearly 280 feet of Gulf-access frontage, offering sweeping intersecting canal views from almost every room. Designed with both relaxation and...

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$375
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Gulf-Front Getaway at Banyan Bluff 3 Bedroom | 2 Bathroom | Sleeps 6 | Private Townhome Escape to this secluded and private 3-bedroom, 2-bathroom townhome located in Banyan Bluff Condominiums—a charming, four-unit complex situated directly on the Gulf of Mexico. Whether you're here for a...

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$300
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$92
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Watch the sunset every night from this beautifully appointed Gulf front condo at the La Coquina Condominium complex. This condominium offers a large living room and a screened lanai that face the wide sandy beach on the Gulf of Mexico. It's so relaxing to sit and enjoy the gentle breeze, you may...

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$294
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft with extra bed and with a lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful gulf to bay...

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$190
avg per night
Englewood Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the perfect peace of comfort, and coastal life in this meticulously enhanced 2 bd/ bth, 55+ condo. Nestled in the Englewood Isles community, this residence overlooks (2nd floor) the tranquil Intracoastal Waterway and sits just one scenic bridge from the bay.Relax in style at the heated...

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$113
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for...

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Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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$100
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$180
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

San Casa is a beautiful and luxurious three bedroom home, situated in Grove City, Englewood on Florida's Gulf Coast. it is the ideal place for a truly relaxing vacation.Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment....

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Featured review

"Beautiful and Spacious"

The location of this house was perfect for us, close to the stores we need, the beach and the wonderful Englewood Farmer's Market. The house is beautifully decorated, the beds comfortable and the pool...

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$125
avg per night
New
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbird Condo Rental! Prime Winter (Late Feb/March) 2026 available! Enjoy the Florida lifestyle in our newly renovated 2-bedroom, 2-bathroom at Forest Park! This end unit offers both convenience and privacy, with en suite bathrooms in each bedroom. Full kitchen and laundry room in the unit. All rooms...

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$111
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach to Bay - - Tamarind CondominiumsThis nicely furnished 2 bedroom, 2-bathroom first floor end-unit condo with a screened lanai offers a courtyard view with a 30 second walk to the Gulf of Mexico and newly restored beach. To use the heated pool, clubhouse, or boat docks, take a short 3-minute walk...

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$210
avg per night
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Englewood Weather

 | 

7323°  5211°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7826°  5814°
MARCH
Ocean 6820°
8228°  6116°
APRIL
Ocean 7423°
8731°  6719°
MAY
Ocean 7926°
9032°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7423°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6619°
OCTOBER
Ocean 8228°
8027°  6016°
NOVEMBER
Ocean 7624°
7423°  5412°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Englewood?

There are 66 Englewood vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Englewood?

There are vacation rentals available in Englewood for as low as $62 per night with an average price per night of $192.

Can I find a vacation rental in Englewood?

Yes, you can find vacation rentals in Englewood close to Manasota Key Beach, Stump Pass State Park, and Englewood Beach. Don't forget to stop in to Blind Pass Beach or Englewood Farmer's Market

Do any vacation rentals in Englewood have a pool?

Yes, there are 30 vacation rentals with a pool in Englewood on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Englewood vacation rentals on the ocean?

There are 1 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!