
Holiday rentals in Englewood
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Top-rated holiday rentals in Englewood
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Coastal Retreat Villa with pool • near beaches
🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

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.

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.

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.

3 miles to beach, hottub & fenced yard for pup
Welcome to your sunny get away. This quaint, dog friendly, hottub home is perfect to gather & entertain friends & family. Grill out & enjoy the large hottub & fenced in backyard. Located 3 short miles to Englewood beach & the gorgeous island of Boca Grande is only a 15 min drive. Bring your boat & launch at the numerous boat ramps as close as 1 mile away. The home is equipped with 4 beach chairs, beach wagon & an umbrella. It’s a fantastic location for dining & shopping as well.

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.

The Oz Tree House over looking Hot tub, Pool
The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

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.

Pool Home: Near the Beach
Come and relax at the perfect vacation getaway for your family in peaceful Englewood Florida. Only 12 minutes from Gulf beaches. Go out and explore the many amazing beaches, bays, lakes and rivers or lay back, relax and enjoy the beautiful private pool and dining on the lanai from your back door. Fully equipped kitchen for all your cooking needs: coffee maker, blender, and more. Clean, new home that will make you feel cozy and comfortable while on vacation.

Sleeps 10! Coastal Home, Heated Pool, Near Beach!
Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

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.

Private, cozy, beach guest-suite
Discover your slice of paradise in Venice, Florida! Our charming Airbnb apartment offers a cozy and comfortable retreat in this coastal gem. With a great location, this apartment is your gateway to pristine beaches, local culture, and vibrant dining options. Perfect for a relaxing getaway, this apartment invites you to explore all that Venice has to offer. Book your stay today and experience the magic of Venice, Florida.
Popular amenities for Englewood holiday rentals
Other great holiday rentals in Englewood

Modern Family-Friendly Home Near Englewood Beach

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6 Miles to Beaches | Cozy Home w/ Screened Lanai

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Perfect location

Free Heated Pool! Mins from Beach! Private Oasis!

Casa del Sol

Hammock Cove
Quick stats about holiday rentals in Englewood
Total rentals
1K properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
810 properties are a good fit for families
Pet-friendly rentals
370 properties allow pets
Rentals with a pool
520 properties have a pool
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Bean Point Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Lakewood National Golf Club
- Point Of Rocks
- Marie Selby Botanical Gardens
- Blind Pass Beach
- Myakka River State Park
- South Jetty Beach
- North Jetty Beach
- Boca Grande Pass
- Tara Golf & Country Club