House holiday rentals in Englewood

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Top-rated house rentals in Englewood

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

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Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Gulf Front Escape + Beach Access

"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Guest favourite
The rental property is showcased in a spacious front yard, featuring a well-maintained lawn. The modern, single-story home is complemented by a double garage and large windows, allowing natural light to illuminate the interior. A palm tree adds to the tropical ambiance.
Home in Englewood
5 out of 5 average rating, 18 reviews

Coconut Grove House - 3 bdrm, tiki/bar and pool

Vacation paradise located in a great neighborhood. The house, completed in March 2022, has a small canal and outdoor swing in the backyard. Conveniently located to restaurants, golfing, beaches, parasailing, jet-skiing, boat tours, and baseball spring training stadiums. There is a 14' x 28' heated pool with an attached tropical tiki/bar featuring a table in the pool and TV in the bar area situated on a separate lot directly between 2 vacation rental properties (pool is shared between the 2).

Top guest favourite
A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.
Home in Englewood
4.98 out of 5 average rating, 135 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

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, 120 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.

Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Best Friend’s Sea Shell Hideaway

Welcome to Your Perfect Beachside Getaway! This charming cottage is just 8 minutes from the shore, offering easy access to sandy beaches, restaurants and coastal relaxation. Ideal for anyone craving a serene seaside escape. You will love: Open living areas with comfy seating and smart TV Fully equipped kitchen Fast Wi-Fi Dog-friendly (well-behaved dogs welcome; $75 cleaning fee per dog per stay. Spacious outside areas for relaxing and a fully fenced private yard for zoomies!

Top guest favourite
A spacious exterior view of the home showcases a large tree with sprawling branches and a well-maintained yard featuring gravel and greenery. The structure is painted in a light color, with large windows reflecting natural light.
Home in Englewood
5 out of 5 average rating, 38 reviews

Manasota Tree House: Private Beach & Bay Access

Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

Top guest favourite
Home in Englewood
5 out of 5 average rating, 46 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.

Top guest favourite
Home in Englewood
4.96 out of 5 average rating, 53 reviews

Private, Modern Retreat Near Beach

Relax in a private, modern 3BR/2BA coastal retreat in a quiet, walkable neighborhood, comfortably sleeping 6. Enjoy quick access to Gulf beaches, boating, fishing, championship golf, dining, and local shops. Ideal for families, couples, and snowbirds seeking a clean, updated home—not a dated rental. Unwind with peaceful mornings, a fully fenced backyard with BBQ, and fast 1 Gbps fiber internet for work or streaming. - Free early check-in available through Feb 8

Guest favourite
A tranquil waterway is illuminated by a rising sun, creating a golden reflection on the surface. Palm trees frame the scene on either side, while homes are visible along the banks, enhancing the serene waterfront atmosphere.
Home in Englewood
4.81 out of 5 average rating, 21 reviews

Close to beaches waterfront pool home with dock

Sunsets and Tan lines = memories made here! you are gonna love this 3 bedroom, 2 bath waterfront pool home. Bring your 30 foot boat and have quick no bridge access straight up to Stumps pass & the Gulf of America . Englewood Beach and Boca Grande beaches just minutes away. Lounge the day away by the large pool , watch the sun slip away at the fire pit tables and walk to several restaurants if you don't want to cook. Rent both sides to sleep 13+

Guest favourite
Home in Englewood
4.96 out of 5 average rating, 55 reviews

Poolside Paradise Retreat

Discover our Poolside 2-bedroom, 2-bathroom Paradise 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 pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed 1 Gbps fiber internet, ideal for streaming or remote work. Your perfect blend of comfort and convenience awaits in this relaxing Florida getaway!

Guest favourite
A spacious single-story home is presented, featuring a light-colored exterior and a gabled roof. The landscaped front yard includes decorative stones and palm trees, with large windows reflecting the evening sky. A paved driveway leads to the attached garage.
Home in Englewood
4.98 out of 5 average rating, 46 reviews

Luxury Beach Retreat w/ Heated Pool

Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!

Top guest favourite
Home in Englewood
5 out of 5 average rating, 25 reviews

Private Heated Pool + Swim-Up Bar • Mins to Beach

Unwind in this thoughtfully designed 3-bedroom Florida retreat just 5 miles from Englewood Beach. Enjoy a private, heated pool with swim-up bar, screened lanai, and lush tropical privacy. Inside, you’ll find an open-concept living space, fully equipped kitchen, spa-style primary suite, and comfortable guest rooms. Ideal for families, couples, or friends seeking comfort, privacy, and easy access to beaches, golf, and dining.

Popular amenities for house rentals in Englewood

When is the best time to visit Englewood?

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Avg. price$250 SGD$266 SGD$271 SGD$248 SGD$223 SGD$218 SGD$223 SGD$211 SGD$201 SGD$198 SGD$211 SGD$220 SGD
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Quick stats about house rentals in Englewood

  • Total holiday rentals

    Explore 590 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    280 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    580 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Englewood rentals

  • 4.9 Average rating

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

Destinations to explore

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  3. Florida
  4. Sarasota County
  5. Englewood
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