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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Guest favourite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 277 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

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, 156 reviews

Free kayak/bikes/walk to beach/full cottage #1

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, 136 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.

Top Guest favourite
The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.
Home in Englewood
4.84 out of 5 average rating, 212 reviews

Manasota Beach Home w/heated pool walk to beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

Top Guest favourite
A charming yellow house is embraced by tall palm trees and lush greenery. A welcoming entrance features a black wrought iron gate framed by vibrant tropical plants. Light cascades from the windows, reflecting the historic character of the home.
Apartment in Port Charlotte
4.93 out of 5 average rating, 106 reviews

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Top Guest favourite
A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.
Home in Englewood
4.99 out of 5 average rating, 108 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

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.

Top Guest favourite
Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.
Home in Englewood
5 out of 5 average rating, 41 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Guest favourite
Home in Englewood
4.92 out of 5 average rating, 151 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

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, 205 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
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, 200 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.

Popular amenities for Englewood holiday rentals

When is the best time to visit Englewood?

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Avg. price$319 NZD$353 NZD$367 NZD$319 NZD$286 NZD$277 NZD$282 NZD$266 NZD$262 NZD$273 NZD$271 NZD$289 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 190 vacation rentals in Englewood Isles, and over 1,000 vacation rentals in Old Englewood Village.

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

    Yes! Work meets play with ease at over 430 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.

  • Are there Englewood vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 500 vacation homes with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!

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

    Experience the best of Englewood with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Absolutely! We offer over 20 cottage rentals with self check-in in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Englewood have a bbq area?

    Absolutely! We offer over 60 condo rentals with a bbq area in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Englewood have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly townhouse rentals in Englewood?

    Englewood has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Englewood?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a gym, over 110 homes with self check-in, over 160 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $71 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 Self check-in, Gym and BBQ grill 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