Holiday rentals in Englewood

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Top-rated holiday rentals in Englewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Port Charlotte
5 out of 5 average rating, 55 reviews

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Top guest favourite
Guest suite in Port Charlotte
4.96 out of 5 average rating, 128 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

Guest favourite
A bright yellow bungalow is surrounded by tropical landscaping, featuring palms and flowering plants. A white picket fence lines the front, complementing the pebbled driveway. The structure includes multiple windows, allowing natural light to enhance the welcoming exterior.
Flat in Englewood
4.83 out of 5 average rating, 123 reviews

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

Top guest favourite
An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.
Townhouse in Englewood
4.96 out of 5 average rating, 141 reviews

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Superhost
A spacious kitchen area features modern cabinetry and a wooden countertop, accommodating a sink and a coffee maker. Natural light streams through the window adorned with a simple curtain. An entrance to the bathroom and a view of the bedroom are visible in the background.
Campervan/Motorhome in Englewood
4.8 out of 5 average rating, 20 reviews

Classic Airstream in a private oasis

Enjoy this Iconic Airstream Excella 34’ that has been completely converted to an ultimate “Glamping Experience”. It offers the iconic airstream life but with features you would expect in a home. It offers a house-like shower, toilet, kitchen, and even a washer/dryer combo so you can have the most unique glamping experience. Enjoy complete privacy since the airstream is completely fenced off. Its only 12 minutes from the Englewood Beach, 5 minutes from shopping and restaurants

Top guest favourite
A front porch is framed by pink hibiscus flowers and lush greenery. Rocking chairs are positioned along the porch, with a view of a well-kept garden and trees in the background. The overall atmosphere reflects a serene outdoor space.
Guest suite in Englewood
4.98 out of 5 average rating, 210 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Apartment in Englewood
4.91 out of 5 average rating, 211 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Guest favourite
A spacious interior of a cozy tiny house studio is featured, showcasing a comfortable king-size bed and a small dining table. A well-equipped kitchen area with modern appliances and a rustic wooden countertop is visible, along with light streaming in through bright windows.
Guest suite in North Port
4.93 out of 5 average rating, 114 reviews

Charming Studio w/ King Bed near Mineral Springs

Escape to our cozy Tiny House Studio in North Port, FL, just minutes from the relaxing Warm Mineral Springs! This charming garage conversion offers a private entrance, a comfortable king-size bed, and a full bathroom. With its own in-unit laundry and a small kitchen, you'll have everything you need for a convenient and relaxing stay. Perfect for those seeking a peaceful retreat close to local attractions, this studio is your ideal getaway!

Superhost
Home in Englewood
4.88 out of 5 average rating, 89 reviews

Adorable Vacation Home(12 min to the beach)

Relax with the whole family at this peaceful, pet-friendly Airbnb just 12 minutes from the beach. Enjoy a fully equipped kitchen, spacious living area, full laundry, extra bedding, and a cozy backyard perfect for evening relaxation. Located in a safe, welcoming neighborhood close to restaurants, shops, and attractions, this family-friendly coastal retreat is ideal for beach getaways, extended stays, or relaxing escapes with pets.

Top guest favourite
An entrance is framed by lush palm trees and tropical foliage. A concrete path leads to a door, showcasing a welcoming façade with a single window providing natural light.
Guest house in Englewood
4.92 out of 5 average rating, 233 reviews

1 bed apart/full kitchen 5 min. drive to the Beach

Ready to relax at the beach with a cold drink? Englewood FL. has 3 nice beaches to choose from. Venice has nice shopping and lots of sharks teeth.This nice apt. is ideal for those that want to go to the beaches and look for sharks teeth,eat great local food and enjoy the beautiful Southwest Florida weather.The Wi-Fi is not the best but should run Netflix. A percent of our earnings goes to a few international charities

Top guest favourite
A bright living area is presented with light-colored sofas adorned with various textured pillows. A large window allows natural light to fill the space, enhancing the airy feel. A coffee table in the center holds decorative items, and a ceiling fan contributes to comfort.
Home in Englewood
4.92 out of 5 average rating, 25 reviews

Coastal escape - 5 min from beach

Welcome to our cozy home just minutes from the sparkling sands of Englewood Beach! This spacious retreat offers the perfect balance of comfort and convenience. The space features a bright and airy living area with modern amenities, a fully equipped kitchen, and comfortable bedrooms designed for rest and relaxation. This duplex features a drive in garage. Private lanai, and so much more!

Top guest favourite
The living area features a comfortable sofa adorned with decorative pillows and a woven chair. Natural light filters through a large window, enhancing the space. A wooden coffee table sits in the center, with a decorative bowl and greenery on display, while soft curtains frame the window.
Guest house in Englewood
4.98 out of 5 average rating, 122 reviews

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

Looking for something extraordinary? This charming, full, one bedroom upscale bungalow is in Historic Old Englewood, overlooking an inlet of Lemon Bay. Quiet neighborhood is just 4 blocks from Dearborn Ave., with great entertainment, eclectic shopping and restaurants, live music, and more. 4 great beaches are a 5 minute drive from our front door-- and 15 minutes from Venice Island.

Popular amenities for Englewood holiday rentals

When is the best time to visit Englewood?

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Avg. price$232 SGD$256 SGD$266 SGD$232 SGD$207 SGD$201 SGD$205 SGD$193 SGD$191 SGD$198 SGD$197 SGD$210 SGD
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Frequently Asked Questions

  • Where should I stay in Englewood?

    Make yourself at home in Englewood by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Englewood Isles, and over 1,050 vacation rentals in Old Englewood Village.

  • Are there vacation rentals with a dedicated workspace in Englewood?

    Yes! Work meets play with ease at over 460 vacation rentals in Englewood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Englewood?

    Four-legged friends are welcome in Englewood. Choose from more than 370 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Englewood?

    Experience the best of Englewood with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Englewood house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 250 house rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Englewood have a gym?

    Absolutely! We offer over 30 house rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Englewood have a bbq area?

    Absolutely! We offer over 160 house rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Englewood have self check-in?

    Absolutely! We offer over 120 house rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Englewood have free parking?

    Absolutely! We offer over 500 house rentals with free parking in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Englewood?

    Englewood has more than 490 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Englewood

  • Total holiday rentals

    Explore 1,090 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 25,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    860 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    580 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wifi availability

    1,080 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Free parking on premises across Englewood rentals

  • 4.9 Average rating

    Englewood stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood