Holiday houses 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
Guest suite in Port Charlotte
4.96 out of 5 average rating, 125 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.

Top Guest favourite
A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.
Home in Englewood
4.92 out of 5 average rating, 59 reviews

Suite Sun

*HEATED POOL* Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground solar panel heated pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

Top Guest favourite
An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.
Cottage in Englewood
4.9 out of 5 average rating, 160 reviews

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

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, 137 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.

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, 209 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.

Guest favourite
Condo in Englewood
5 out of 5 average rating, 7 reviews

Elevated Beach Vibes – Bikes, Beach, Views

Perched on the top floor of a charming duplex on the south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island!

Top Guest favourite
Condo in Englewood
5 out of 5 average rating, 20 reviews

Beachside Retreat Perfect for 2 The Salty Surfer

Guest Favorite, fully remodeled and designed for guest comfort, Unit THREE is smaller but packs a punch! New full kitchen (no dishwasher), an oversized L shaped sofa, a luxurious king bed with cotton linens, and a true twin size chair sleeper for the mini you / travel companion. A large corner yard with a firepit, hammock for afternoon naps, and a bbq grill. All our units are supplied with beach gear as the sand is right outside each door!

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.
Condo in Englewood
4.9 out of 5 average rating, 208 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.

Top Guest favourite
The exterior view of a single-story home showcases a well-manicured lawn with green grass. A covered entryway leads to a front door, while a small seating area with blue chairs is positioned beside a plant. The property is framed by lush greenery and palm trees.
Home in Englewood
5 out of 5 average rating, 26 reviews

5 Miles to Beaches | Cozy Home with Sunroom

Your Gulf Coast escape awaits at this retreat in Englewood, FL! Our 2-bedroom, 2-bath home features comforts like free WiFi, and a full kitchen. Soak up the sun at Manasota Key Beach, hit the links at a nearby golf course, or explore some of Florida’s beautiful state parks in the surrounding area! After a day of adventure or relaxation, you can sit back and unwind in the screened porch or get cozy with a movie on the Smart TV.

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.
Guesthouse in Englewood
4.92 out of 5 average rating, 229 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 and airy kitchen area is visible, featuring white cabinetry and a refrigerator. A large island with bar seating is positioned in the foreground. Light-colored tile flooring complements the soft yellow walls, and natural light streams through a window, illuminating the space.
Bungalow in Englewood
4.96 out of 5 average rating, 202 reviews

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

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.
Guesthouse in Englewood
4.98 out of 5 average rating, 120 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$308 NZD$341 NZD$354 NZD$308 NZD$276 NZD$267 NZD$272 NZD$257 NZD$253 NZD$264 NZD$262 NZD$279 NZD
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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 1,000 vacation rentals in Old Englewood Village, and over 190 vacation rentals in Englewood Isles.

  • 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 150 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 110 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 1,020 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 24,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    810 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 370 rentals that welcome pets

  • Holiday rentals with a pool

    520 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wi-Fi availability

    1,010 of Englewood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in 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