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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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.
Guest house in Englewood
4.91 out of 5 average rating, 278 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, 158 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, 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
A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.
Home in Englewood
5 out of 5 average rating, 20 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Discover your dream getaway at this stunning 3BR tropical oasis just 5 miles from Englewood Beach! Start your mornings on the screened lanai with coffee, then dive into the heated pool featuring a swim-up bar. Surrounded by lush landscaping, this private escape offers comfort, style, and relaxation. Perfect for families, couples, or friends—close to beaches, golf, dining, and more. Book now and enjoy the ultimate Florida retreat filled with sun, fun, and unforgettable memories!

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, 110 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.

Top guest favourite
A green and cream converted school bus is parked along a gravel pathway surrounded by lush palm trees and greenery. Natural wooden logs are arranged along the edge of the path, enhancing the serene atmosphere of the setting.
Bus in Englewood
5 out of 5 average rating, 29 reviews

The Beach Bus - Skoolie Camping!

Welcome to the Beach Bus! Embark on a one-of-a-kind adventure where the nostalgia of schoolyard memories meets the tranquility of Florida’s coastal charm. Our lovingly converted 2007 Thomas school bus, once a beacon of learning, now offers a serene escape nestled among the whispering palms and lush greenery of Florida’s beautiful gulf coastline! But don't stop there...your only minutes to the best beaches the Gulf has to offer! Make it memorable, make it ⛱️ Beach Bus 🏝

Top guest favourite
A spacious living area features a neutral-toned sectional sofa adorned with decorative pillows. A white coffee table sits centrally on a patterned rug, while a shell-themed artwork adds a calming touch to the wall. Natural light occupies the room, illuminated by a nearby lamp.
Villa in Englewood
5 out of 5 average rating, 12 reviews

CT Villa

Keep it simple at this peaceful and centrally-located place. Relax with the family at this beautiful duplex in Southwest Florida. World class beaches are located within 15-30 min. The spacious living area has a smart TV and some board games for your enjoyment. The well-equipped kitchen offers you everything you need for a stress-free stay. There is a screened lanai and backyard with seating and BBQ. We also provide beach towels, 2 chairs, umbrella and cooler.

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
4.9 out of 5 average rating, 206 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, 102 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!

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, 25 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.
Guest house 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, 201 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$233 SGD$258 SGD$268 SGD$233 SGD$209 SGD$202 SGD$206 SGD$194 SGD$192 SGD$200 SGD$198 SGD$211 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 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 rv rentals in Englewood?

    Experience the best of Englewood with our rv 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.

  • Do condo rentals in Englewood have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Are there Englewood villa rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 villa rentals with pools in Englewood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cottage rentals in Englewood have a bbq area?

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

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

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

  • Do condo rentals in Englewood have wifi?

    Absolutely! We offer over 210 condo rentals with wifi in Englewood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Englewood?

    Englewood has more than 160 family-friendly condo 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 $52 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    1,010 of Englewood holiday rentals include wifi 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