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 Englewood East
5 out of 5 average rating, 81 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
A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.
Villa in Englewood East
4.92 out of 5 average rating, 145 reviews

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

Superhost
Home in Englewood
5 out of 5 average rating, 6 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

Top guest favourite
Home in Englewood
5 out of 5 average rating, 30 reviews

Private Beach & Bay Access. Kayak & SUP

Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Top guest favourite
Home in Englewood
5 out of 5 average rating, 24 reviews

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

Guest favourite
Home in Rotonda West
4.93 out of 5 average rating, 15 reviews

FL Paradise: Heated Pool, Sunset Views 3BR Rotonda

Discover the ultimate paradise retreat in this stunning 3-bedroom canal-front home, featuring state-of-the-art amenities and breathtaking sunset views. Perfect for families. Located near beaches, trails, and golf courses, this picturesque haven offers both leisure and adventure. Escape to tranquility and create lasting memories in your serene waterside paradise. Rotonda West is a deed-restricted community close to Englewood, Florida with many golf courses and a short drive to the beach.

Top guest favourite
The exterior of the home is framed by lush greenery and a mature tree, creating a welcoming entrance. A paver driveway leads to the garage, and flower beds with vibrant sunflowers add a touch of color to the neatly landscaped yard.
Home in Englewood
4.91 out of 5 average rating, 106 reviews

Quiet Englewood Home Near Manasota Key

This is a comfortable 2 bedroom home in a very friendly community close to beaches, boating, dining and shopping. It is situated approximately half way between downtown Venice and Englewood. For you boaters, there is a public launch ramp on the intracoastal waterway less than 2 miles away. There is plenty of room in the garage to store your bikes, kayaks or both. Tired of laying on the beach? There are lots of nice parks to visit, all within a short drive from this house.

Guest favourite
An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.
Home in Englewood
5 out of 5 average rating, 14 reviews

Luxury Beachfront Property

RARE BEACHFRONT PROPERTY: This is private island living at its finest. This house boasts a beautiful open floor plan with each room having a view of the beach and Gulf of Mexico. The property is gated and has a secure backyard. Walk just steps onto the powdered beach sand and Gulf of Mexico. Property is a 30-day minimum. Minimum night rent is 7 nights. If rented for less than 30 days, we will block off the rest of the calendar days in that 30-day period.

Superhost
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
4.93 out of 5 average rating, 54 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!

Superhost
Home in Englewood
5 out of 5 average rating, 3 reviews

Canal-Front 3BR – Pool, Hot Tub & Boat Access

Experience Old Florida charm reimagined for modern coastal living at this fully renovated 1960 canal-front retreat in Englewood. With direct boating access to Lemon Bay and Stump Pass, private dock for up to a 30ft boat, heated pool, hot tub, outdoor bar lounge, and premium indoor-outdoor sound system, this 3BR waterfront escape blends heritage, luxury, and laid-back Gulf Coast living just minutes from beaches and waterfront dining.

Top guest favourite
The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.
Holiday home in Englewood
4.96 out of 5 average rating, 111 reviews

Beachy 2BR Upper House · Gulf Views · Pets OK

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

Top guest favourite
Home in Englewood East
5 out of 5 average rating, 30 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 Englewood holiday rentals

When is the best time to visit Englewood?

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Frequently Asked Questions

  • What are the best places to stay in Englewood?

    Many travelers choose accommodations near Manasota Key for easy beach access, or in areas around Lemon Bay for scenic water views. Residential neighborhoods and the historic downtown also have stays that connect you to local shops and community events.

  • What are the best things to do in Englewood with kids?

    Families often explore Englewood Beach, playgrounds around Lemon Bay Park, and hands-on experiences at nature centers. Shelling, wildlife spotting, and family-friendly kayaking are frequently suggested outdoor activities.

  • What are some of the best things to do in Englewood?

    Explore the sands of Englewood Beach, hike or birdwatch at Lemon Bay Park, and visit the area's relaxed downtown for art galleries and local shops. Many travelers enjoy guided boat tours and access to quiet waterways.

  • How is the weather in Englewood?

    Englewood has warm, humid summers typically around 90°F (32°C) and mild winters near 72°F (22°C). Summer brings frequent rain, while autumn and spring tend to be drier with comfortable temperatures.

  • When is the best time to visit Englewood?

    Late fall through early spring is often recommended for visiting Englewood, thanks to milder temperatures and lower humidity. These months usually bring drier weather and pleasant conditions for outdoor activities.

  • What are the best places to visit in Englewood?

    Englewood Beach and Manasota Key are frequently suggested for shoreline activities, while Lemon Bay Park is known for accessible nature trails and wildlife viewing. The historic downtown district features local art, music, and coastal cuisine.

  • What are some hiking trails in Englewood?

    Lemon Bay Park has paved and natural trails along the waterfront for hikers and birders alike. Oyster Creek Regional Park also features shaded paths surrounded by native plants and wildlife.

  • What are some family activities we can do in Englewood?

    Families in Englewood often enjoy picnics and sandcastle building at local beaches, paddling in Lemon Bay, or learning about marine life at nearby nature centers. Seasonal mini-golf, fishing piers, and farmers markets are also popular for all ages.

  • What are some of the best day trip ideas from Englewood?

    Explore nearby barrier islands for distinct beaches, take a guided eco-tour in local mangrove estuaries, or visit regional art galleries and museums in neighboring cities. State parks around Englewood are often recommended for hiking and birdwatching.

  • Are there any pet friendly accommodations available in Englewood?

    Many stays in Englewood welcome pets, especially in areas around Manasota Key and in neighborhoods near Lemon Bay. Some parks and walking paths in town create a pleasant environment for outings with your dog.

  • What are some local tips for visiting Englewood?

    Bring sun protection, as Englewood's sun is strong year-round, and consider footwear for shell-covered beaches. Early mornings are often quieter at popular spots, and local farmers markets showcase fresh regional produce.

  • What is Englewood known for?

    Englewood is known for its welcoming beaches, a laid-back coastal atmosphere, and a focus on nature with preserved parks and bays. The area has a tradition of local arts, seafood, and small-town festivals.

  • What are the best hidden gems to explore in Englewood?

    Explore small art galleries tucked in the historic district, quiet shoreline spots along Manasota Key, or mangrove tunnels near Lemon Bay. Local boat tours sometimes reach out-of-the-way sandbars and wildlife viewing areas.

  • What are the best foods to try in Englewood?

    Seafood is frequently suggested, with grouper sandwiches, local shrimp, and stone crab when in season. Many visitors also try Southern-inspired dishes, fresh citrus, and homemade key lime pie at family-run eateries.

  • What should I bring for a trip to Englewood?

    Pack lightweight clothing, sunblock, and a hat for protection against strong sun, along with sandals or water shoes suited for sandy and shell-lined beaches. Bug spray and a reusable water bottle are useful for outdoor excursions.

  • What is the nightlife in Englewood like?

    Nightlife in Englewood is relaxed, with live music venues, laid-back tiki bars, and local pubs near the beach and historic downtown. Seasonal events sometimes include open-air concerts and community gatherings.

  • What are the most popular events or festivals in Englewood?

    Englewood hosts seasonal seafood festivals, arts and crafts fairs, and community music events, especially on holiday weekends and during cooler months. Farmers markets and art walks are also frequently suggested for visitors.

  • Are there family friendly vacation rentals in Englewood?

    Many vacation rentals in Englewood are family friendly, especially those near beaches or in residential areas around Lemon Bay. Properties often feature easy access to outdoor activities, kitchens, and common areas suitable for groups.

Quick stats about holiday rentals in Englewood

  • Total holiday rentals

    Explore 1,070 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 25,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    820 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 380 rentals that welcome pets

  • Holiday rentals with a pool

    560 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    1,070 of Englewood holiday rentals include wifi 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