
Waterfront holiday rentals in Englewood
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Top-rated waterfront rentals in Englewood
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Dockside Delight:Waterfront/Gulf Access/4minsbeach
Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance, perfect for day or night relaxation Manasota Key's breathtaking beaches 2 miles away. Myakka Pines Golf Club just 4 miles

Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

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.

Sunset Retreat - Private Pool Near Gulf Beaches
Escape to Rotonda West! This brand-new, canal-front home offers 5 beds + study, 2.5 baths, reinforced safe room, and private pool, patio screen, perfect for privacy &relaxing. Enjoy a modern kitchen with quartz, high ceilings, and a spacious patio overlooking canals; great fishing. TVs, indoor and outdoor games and toys. Just 10 mins from stunning beaches and breathtaking sunsets. Conveniently located near 5 golf courses, pickleball, shops, & restaurants. Beach items provided! Florida paradise!

LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

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.

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Stunning Villa in Golfer's Paradise/Canal Views
Welcome to your new home in Rotonda West! This 3-bedroom, 2-bathroom gem on Marker Rd is all about comfort, style, and tranquility. As soon as you step inside, you'll be greeted by a spacious and open floor plan that will make you feel right at home. We're excited to share that each room in the house is equipped with a TV for your entertainment pleasure. And guess what? Two of them even have Roku TV, so you can stream all your favorite shows and movies with ease.

Bayfront~Kayaks~Nearby Private Beach Access
Comfortable guest cottage with direct waterfront views of Lemon Bay! Catch a glimpse of dolphin, manatee, osprey & a beautiful sunset from your patio or window. Located in Old Englewood, we are just south of historic Dearborn Street with it's quaint shops, art galleries, festivals, restaurants, bars & live music. Nearby watersport rentals & activities galore. Just a short drive to your free parking & private beach access on Manasota Key!

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.

Gulf Side Condo Englewood Florida
This cozy condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.
Popular amenities for waterfront rentals in Englewood
Waterfront apartment rentals

Marina front, pool, beach condo!

CLEAN*Great Location*Dockage Available*HEATED Pool

Luxury Suite ~ Heated Pool ~ Private Entrance

Cozy Condo in Siesta key with boat dock

Punta Breeze - 2BR/2.5BA Waterfront Apt with Pool

BeachBay SeaHouse (1519)

Seashell Waterfront Suite

Tranquil Hideaway, King Bed & Amazing Views
Waterfront house rentals

Suite Sun

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Waterfront Pool Property close to beach sleeps 6

Canal-Side: Pool Home in Rotonda West #61

Waterfront Getaway, a Boating Paradise

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

Your Sanctuary to Relax & Recharge !118TR

Gulf Front Escape + Beach Access
Waterfront apartment rentals

Sunset Beach

Siesta K- Kayak, Boat Dock, Pool, & walk to Beach

Bay Breeze @ManasotaKeyCondos

Spot manatees from your balcony

Pro Fishing Dock Private Beach & Heated Pool!

Beach Bliss Retreat on Manasota Key - Ocean View

Island Getaway Pool-Ferry-Grocery Delivery Incl.

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £181 | £189 | £150 | £135 | £135 | £135 | £135 | £129 | £135 | £139 | £149 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about waterfront rentals in Englewood

Total holiday rentals
Explore 290 holiday rentals in Englewood

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

Verified guest reviews
Over 7,110 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
290 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!
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