Holiday houses in Englewood

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Top-rated holiday rentals in Englewood

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Top Guest favourite

Cottage in Sarasota

5 out of 5 average rating, 19 reviews

Beach Cottage Siesta Key Prime Location & Htd Pool

Newly Renov. Beach Cottage on World Famous Siesta Key Beach in the heart of it all. Incl.1 parking space. Walk everywhere. Great Dining, entertainment, shopping, bike rentals and more, across the street or take FreeTrolley to Siesta Key Village. Located on the Beach Side (2min.walk to waters edge) with Heated Pool. Best Location on the Island! Private large outdoor Patio w/outdoor shower. In Unit Washer/Dryer. Free Luxury Amenities. Highly sought after 1 bd 1ba. Book your stay in advance!

Superhost

Holiday home in Nokomis

4.87 out of 5 average rating, 84 reviews

MAY SALE! Beach Sarasota Coast, NEW Yard Pets OK!

Our unique villas sit just 1/2 mile from one of Florida’s most pristine beaches. Many local restaurants and shops are easily accessible. The villas also have an attached yard/field perfect for pets, 40 lb max total weight . The local beach is considered one of Florida’s finest with only one access point for over 7 miles of private beach! We have been super hosts for years and love creating great memories Please read our reviews! Two adults, two kids maximum capacity...:) Chris and Michelle!

Guest favourite

Tiny home in Port Charlotte

5 out of 5 average rating, 6 reviews

Minutes to Sand, Dog Friendly, Hot Tub Luxury

Watch the stars from your hot tub! Not camping, not glamping... This is luxury living for less! Private dog friendly property. Hooked up to city water, cold air in all rooms, immediate demand hot water and septic. This slice of paradise is minutes from the sand and has an elegantly appointed private master, two private loft bedrooms, sleeper sofa & 9' vaulted ceilings. Your private retreat includes the use of two kayaks, gazebo, beach chairs, 5G Wi-fi & Netflix, Prime, Paramount. Paradise!

Guest favourite

Home in Venice

4.86 out of 5 average rating, 14 reviews

Sunset Breeze Retreat

Welcome to your serene getaway in South Venice, FL! This cozy and spacious home is your perfect retreat, just minutes from breathtaking beaches and charming local shops and restaurants. Inside, unwind in comfort and style, with plenty of room to relax and enjoy quality time with loved ones. Embrace fun-filled evenings with a foosball table or savor the outdoors with a grill and beach supplies at your fingertips. Your dream vacation awaits in this inviting haven of relaxation and adventure.

Top Guest favourite

Townhouse in Englewood

4.96 out of 5 average rating, 118 reviews

Summer 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.

Guest favourite

Home in Sarasota

4.77 out of 5 average rating, 56 reviews

Siesta Key Cottages Crescent 1D Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

Guest favourite

Home in North Fort Myers

4.91 out of 5 average rating, 23 reviews

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

Top Guest favourite

Home in Punta Gorda

5 out of 5 average rating, 15 reviews

Harbor View Sunsets Historic Downtown Charm

Expansive direct Harbor-front views across the street from Gilchrist Park in the heart Punta Gorda’s Downtown Historic District. Short walk to local attractions, Harbor Walk, Fisherman’s Village, TT’s Tiki Hut Laishley Crab House, Sunseeker Resort, Farmer’s Market, Art Museum, Downtown Dining, & Shopping. This is by far the best location to stay in Punta Gorda, you will not be disappointed! This home can sleep up to 8 guests but no more than 6 adults comfortably.

Top Guest favourite

Home in Punta Gorda

4.87 out of 5 average rating, 126 reviews

Coastal cottage in Heart of Downtown

Quaint and airy historical cottage in the heart of downtown! THE BEST LOCATION...half a block to restaurants, just blocks from Harbor walk, less than a mile from Fisherman's Village. My home is tastefully decorated and gives you the feel of old Florida with all the conveniences. You can relax on the front porch swing or sip a cocktail and people watch! There is so much to do within walking distance of the house. And Punta Gorda always has something going on

Top Guest favourite

Home in Venice

5 out of 5 average rating, 24 reviews

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.

Top Guest favourite

Home in Punta Gorda

5 out of 5 average rating, 12 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.

Guest favourite

Condo in Sarasota

5 out of 5 average rating, 12 reviews

100' from the beach, Spacious 2BR Beachside Oasis

Discover the allure of Siesta Key from the comfort of this 1200 sqft vacation rental, perched on the 2nd floor of the Point of Rocks Trip-Plex the peaceful Point of Rocks neighborhood. This two-bedroom, two-bath unit is an ideal retreat for families or groups seeking a blend of luxury, comfort, and accessibility to the beach.