Englewood Vacation Rentals
Vacation Rentals by Owner in Englewood .
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Tropical Paradise! 100 Steps From Your Private Gulf Beach!!
Beautiful single family home, 100 steps from the Gulf of Mexico with your own private beach. Peace and tranquility.
An abundance of sea life steps from your front door- including dolphins, manatees and sea turtles. World-class fishing, shelling, kayaking and birding.
Located over the Sarasota County line in the tree canopy, zoned only for single family homes.. no condo's, apartments or multi story buildings. Yet, still close enough to bike or walk to shops, dining, music and .......
GORGEOUS HOME 5 MIN FROM THE BEACH
The large master bedroom has a king-sized bed and access to the Lanai. The master bathroom has double sinks, a Jacuzzi tub, large walk-in shower, large walk-in closet and separate toilet room. On the other side of the house are two additional bedrooms; one with a King bed, second with a Queen bed. These bedrooms share a bathroom which has a tub/shower. The kitchen, living room and dining area are open to one another. The living room has a large screen 65" TV (Netflix), couch, and love-sit, with .......
2 Bedroom 2 Bath Condo on the Gulf of Mexico
This adorable, meticulously maintained 2 bedroom 2 bath condo with private beach access is located on Manasota Key. Enjoy beautiful views of the Gulf of Mexico from inside this condo. Large sliders give you access to the spacious private balcony. 1 assigned covered parking spot. Elevator access. Tenant is responsible for sales tax and tourism tax in addition to the rent........
2 Bedrooms
- Sleeps 4
Englewood Vacation Rental
Walk to Englewood Beach / Gated 55+ Community / Heated Pool / Manasota Key
Wouldn't it be great to be able to walk to the beach? Well, you can from Englewood Beach Villas. Located directly across from beautiful Englewood Beach, you can stroll over to watch the spectacular Gulf of Mexico sunsets, take an early morning walk in the fresh air with the relaxing feel of sand beneath your feet, or pack a cooler and spend the day basking in the sun.
Englewood Beach Villas has one of the largest heated pools on the Manasota Key. Well maintained and a great place to go,.......
COASTAL! Tropical Oasis Home 2 • Near Golf & Beaches
Welcome to a relaxing get-away at a cozy 2-bed/2-bath modern vacation home (half duplex). Situated and designed with a relaxing beach-themed ambiance, the home is located in a tranquil and safe residential area - great place for a restful and comfortable retreat. There is space to sleep up to 6+ (with futon & pullout sofa bed couch). The property is located in Englewood, a lovely gulf coastal city stretching right along the beach and easy access to multiple golf clubs, fishing and much more.
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Sunshine Swimmers Casita, 206
Soak up the Florida sunshine on Englewood beach which is mere steps away from your front door. This Spanish-style casita is located on Manasota Key and is yours to unwind and relax in and is within minutes of additional beaches, Historic Dearborn Street and multiple restaurants within walking distance.
The unit offers boat dock access (if reserved), a heated pool and the gulf within steps of the unit!
Manasota Key is a hidden gem-an 11-mile-long peninsula, transformed into a barrier isl.......
Floridian Flamingo Casita, 201
Soak up the Florida sunshine on Englewood Beach which is mere steps away from your front door. This Spanish-style casita is located on Manasota Key and is yours to unwind and relax in and is within minutes of additional beaches, Historic Dearborn Street and multiple restaurants within walking distance. The unit offers boat dock access (if reserved), a heated pool and the gulf within steps of the unit!
Manasota Key is a hidden gem-an 11-mile-long peninsula, transformed into a barrier island an.......
Dreamy Stylish Beach Front Condo with Pool
Beautiful complete renovation completed. Get your reservations in now!! Our beautiful Gulf of Mexico beach is back.
Our HOA requires you to fill out an information sheet acknowledging the condo rules prior to your stay. There are surveillance cameras in the community's common areas including the pool area. Signs are posted for the cameras.
Steps from the beach and the Gulf of Mexico. This newly updated condo is located on Manasota Key, a barrier island off the west coast of Flo.......
The Palms - an exclusive Gulf front condo
Beautiful Gulf front condo - Relax on your large balcony while watching your kids build sand castles at the beach. Beautifully furnished 3 bedroom condo with 2 1/2 bathrooms. The living room which has a large screen TV and free Wi-Fi internet is a large open room with slicing glass door on the beach side. The dining room which seats 6 is between the living room and kitchen which has beautiful granite countertops. Opposite the kitchen is the full-size washer and dryer.
The master bedroom.......
Newly renovated Key to Life Beach House is your place to be on Manasota Key.
This newly renovated 2 queen bedroom, 2 bathroom single family home is a great home away from home for your next vacation. The tropical setting on the quiet south end of the Key makes for a great place to wind down from a stressful life. This private, fully furnished, tastefully decorated home is only 250 steps to the beautiful Gulf of Mexico beach and has a peak a boo view of Lemon Bay. It truly is a perfect place for your next get away.
This home offers a beautiful kitchen with ne.......
9.8 Star Review
2 Bedrooms
- Sleeps 6
Englewood Vacation Rental
Pets Allowed 
STEPS TO BEACH & STEPS TO BAY & TO WATCH DOLPHINS! 3 MIN WALK TO RESTAURANTS
You are sure to fall in love with this newly renovated unit, decorated to match the paradise of Manasota Key. One bedroom, 1 bath sleeps 4. New living room couch opens to a queen size bed. Full living room & dining area. Full kitchen with small pull out island for more counter space. TV in living room & bedroom with cable & internet. Washer & dryer, outdoor grill. Sliding glass door opens to a year round lanai that includes dining table (great area for playing cards or having dinner while pe.......
10.0 Star Review
1 Bedrooms
- Sleeps 4
Englewood Vacation Rental
Pets Allowed
MINUTES from MANASOTA KEY beaches! Quaint & Charming! Bird Watching!Pet Friendly
Located just 5 minutes from Englewood Beach/Manasota Key
Due to the Hurricane in 2022, some Trees in the front yard have been removed, as well as the loss of some landscaping in the backyard. The lattice has also been removed under the sitting area/pergola. New exterior paint, and new outside chairs. Otherwise, photos show accurate descriptions of the property.
During High Season, I only rent the months of January, February and March consecutively. There is a minimum of the tot.......
10.0 Star Review
1 Bedrooms
- Sleeps 5
Englewood Vacation Rental
Pets Allowed
Wake Up To The Amazing Sounds And Views Of The Gulf!
A piece of paradise is awaiting you in this scenic setting between Sarasota and Ft. Myers. Our 1700 square foot 3 bedroom 2.5 bath beauty is situated right on the Gulf of Mexico. The beautiful condo was built in 2005, with views from many angles, many upgrades and comes newly furnished.
Enjoy beautiful sunrises overlooking the gulf via the enclosed lanai or sit on your own private patio. Once finished with the morning sun, you can take a dip in the heated pool or the the beach. There are.......
Englewood FL Beach Villa - Walk to Beach!
This beautiful home is located in a community nestled between Lemon Bay and the Gulf of Mexico, with Englewood Beach less than 5-minute walk. There are plenty of dining and entertainment choices, all within walking distance. A very nice community pool with books and games available for use by guest. Also, if you don't feel like walking, get in touch with Stumpy's free ride serving the Manasota key area. 55+ community, 1 week minimum rental & guest must provide proof of age at booking!.......
Heated Pool | Pet Friendly | Beach Gear | Big Yard
Relax and unwind in this serene coastal retreat! Pet friendly, this Englewood family home offers a quiet respite from the hype of the bigger cities. Learn more about us @englewoodturtlesaosis.
SCREENED IN HEATED POOL
This is by far our favorite spot to hang out as a family. The French doors open to the covered lanai and screened area where the resident geckos hang out. You'll find pool lounge chairs, pool floaties, an outdoor dining room table to have family meals, and rockin.......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Englewood Vacation Rental
Pets Allowed
Elegance in Englewood - Beautiful Pool home with views of Lake Van
This stunning, nearly new 3 bed 2 bath home is nicely situated with pool and views of Lake Van. Upon entering the home, you are immediately greeted with gorgeous pool views, open concept floor plan and exceptional kitchen. The chef in your party will be delighted by the modern appliances, stylish backsplash, and beautiful quartz counter tops. Don't feel like cooking indoors? No problem! The outdoor grilling area is the prefect. Inviting the outdoors in is a breeze with vanishing sliding glass .......
Cozy home on the canal to gulf
We love this place, quiet, peaceful, convenient to manasota key and historic Englewood.
The canal behind the house can take you to the gulf in about 10 mins.
Sitting on the deck, you can relax, enjoy sunshine and fishing.
We also provide the canoe, if you are interested in a little adventure in the canal.
Many restaurants are minutes away with variety options: Mexican food, sushi, seafood, Chinese food….......
Manasota Key Retreat with free use of bikes and beach supplies
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park and Environmental center is within a 1/2 mile walk. Lemon Bay park offers beautiful nature trails, a butterfly garden, a canoe/kayak launch, fishing pier, and an abundant of wildlife including some rare and exotic birds. There are many bike routes nearby to enjoy a nice sunny ride.
Are you more of a beach enthusiast? Then pack up the cooler and beach chairs and go hunt for.......
Newly remodeled Bayside Condo. Perfect place to unwind.
This property is a newly renovated cozy condo on Lemon Bay in a quiet complex with a private screened in lanai along with private laundry. New furnishings create a relaxing Beachy feeling. The condo features a large master suite with a king size bed along with a flat screen tv. The living area has a chase lounge queen size sleeper sofa, a over size sleeper chair, and a large flat screen tv. Kitchen is fully furnished with new granite countertops. Step out onto the large screened in and fu.......
9.6 Star Review
1 Bedrooms
- Sleeps 4
Englewood Vacation Rental
Pets Allowed
Steps to Water! Dock, Sunsets, and Hot Tub! Englewood, Fl. The Best Kept Secret!
Beauty Beyond Belief!! Englewood, A little less people. A lot more fun! Clean, Fresh, Inviting! An AMAZING Water View Every Day!! Gorgeous Sunsets! It's your own Sea World with all the visiting animals! Spacious and Updated, Completely Turnkey 2 bed/1 bath! Just bring you, your flip flops, and bathing suit. Feel your worries melt away as you watch the dolphins and manatees play right off the shore. Main level living. Lower part of an up/down duplex. No steps. Separate Entrances and Separate .......
Gulf view, Exceptional stay!
Private beach in a quiet condo community awaits you. Enjoy beautiful sunsets in Florida's tranquil west coast waters. Find peace, healing and enjoy a couples getaway or some family time. Go fishing, sunbathe, walk on the beach, relax at our heated pool that overlooks the ocean, enjoy a good book or a good restaurant, rent a boat or kayaks. There is plenty to do. New flooring in unit, remodeled, this is not your typical outdated unit for sure !!.......
Englewood, FL 2 bedroom home with heated pool
Entire house in Englewood, FL
Magnolia II
Come enjoy some relaxing time in our Englewood home with private heated pool enclosed with palm trees, pool screen and a privacy fence. 2 Bedrooms with their own private bathrooms that include 2 sinks each & walk in showers, blow dryer, Jacuzzi tub.. Queen sofa sleeper, Heated Pool with lights for nighttime swimming
The space
Walking distance to Sushi, Mexican and The New Faul Inn will also cook your fresh catch. If you prefer to cook, the Tw.......
WATERFRONT 4Bdr/4BA House with Heated pool, Bonus room and game room!
Spacious waterfront home to share magical moments with your family. Spend the day relaxing in the heated pool, or fishing off the dock. Switch gears to one of the many beaches just minutes away. Rent a boat or bring yours to spend the day at Stump Pass sandbar. Enjoy world class in/off shore fishing in Lemon Bay or the Gulf of Mexico on your boat or by chartering one. Enjoy your morning coffee on the dock where you may see manatees and other wild life. Snowbird friendly for groups or professiona.......
9.0 Star Review
4 Bedrooms
- Sleeps 15
Englewood Vacation Rental
Pets Allowed
Tucked Away on Wooded Way located blocks from Manasota Beach with Heated Pool.
Awash in clean lines and calming tones, Tucked Away is a modern beach retreat with a nod to Old Florida. Surrounded by old growth trees, it's easy to forget the world outside.
Tucked Away offers guests covered parked for 3 vehicles in the carport and plenty of parking for your boat or jetskis - the public ramp is just over the bridge about 0.4 miles away!
Up on the 2nd level you will enter into an open-plan living room, dining room, and kitchen with cathedral ceilings. Two doors in.......
2.3 miles from Manasota Beach
We are open and fully functioning after Ian.
Our tranquil, three-bedroom, two bath beautifully renovated home is in a quiet neighborhood and just 15 min leisure bike ride from Dearborn Ave., with great coffee shops ( be sure to check out Joe Max), entertainment, eclectic shopping and restaurants tailored to every taste and need, live music, and more. With 2 pristine sand beaches (favored by people and turtles alike) within a 5-minute drive from our front door, 15 minutes from Venice shopping .......
Beachside condo at Englewood Beach Place #203
Relaxing Gulf views from the balcony of this 2Bed/2Bath unit at Englewood Beach Place Condos. Located on the 2nd floor over parking, this fully & comfortably furnished south-facing unit gets lots of sunlight throughout most of the day. Sizeable and upgraded kitchen with plenty of counter space; includes pass-thru to the dining area, which doubles as a breakfast bar. The Master bedroom offers balcony access, a King-size bed, TV, walk-in closet, stack washer/dryer and includes the attached Maste.......
Surf & Sun at this Gulf Front duplex
Experience magnificent Gulf views from almost every room of this stacked duplex. Built in 2018, this property has many high-end finishes, and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of nesting sea turtles.
Take the stairs or elevator to the 2nd floor, one story above ground-level. From the large balcony that spans the width of the house there are unobstructed views of the Gulf of Mexico where you'll be mesmerized by beautiful .......
Manasota Key Waterfront - Heated Pool - steps from Public Beach - Dock
One Month Bookings @ Flamingo House -3B/2B Private Waterfront Home with dock. Located on Beautiful Secluded Manasota Key, Island home directly on the bay with Public Beach access steps away across the street. Manasota Key is one of the few largely unpopulated beach locations in Florida. Walk the beach for miles.
Private Pool in Screened Lanai, Private Boat Dock, Direct Bay Front with Public Beach steps away.
Large Master Bedroom with private bathroom overlooking private pool an.......
10.0 Star Review
3 Bedrooms
- Sleeps 6
Englewood Vacation Rental
Pets Allowed
Emerald Palms Unit 6
Updated cottage with beautiful Lemon Bay view. 2 bedroom, 2 bathroom with full kitchen. Enjoy amazing sunsets on the waterfront. Walk or bike to nearby Historic Dearborn Street. Englewood beach is 2.5 miles........
Summer dates now available 2 bed/2bath home minutes from the beach!
Quiet neighborhood featuring large back yard with gas grill and patio for tranquil outdoor relaxing. Newly furnished living room, fully stocked kitchen with separate dining area. King bed master and guest bedroom with queen-both with spacious closets. Climate controlled Florida room with sleeper sofa and full glass slider for added privacy. We also provide two bikes and varying beach accessories.
1.8 miles to Englewood Beach on Manasota Key and all it has to offer, from peaceful morn.......
Harborfront Condo only 26. View boat activity from lanai.Pool on the harbor
Harborfront..Location, Location! (only 26 units) This private condo, on the water, allows you to view the harbor / bay activity from your own lanai. Fully furnished with air and ceiling fans throughout. Gentle harbor breezes greet you in the dining and living room. Private heated pool and hot tub, on harbor, just steps away. Only two condo buildings(w/ elevator),makes this a very private area. A fabulous restaurant with inside/ outside dining, allows for drinks or meals served poolside! A b.......
Very Nice, Clean Condo on Manasota Key! Close to Everything!
It's easy to relax and enjoy your vacation on beautiful Manasota Key. Gulf beaches are across the street, about a 5 minute walk to access the sand, seashells, and beautiful sunsets!
This quiet 9 unit condominium is on Lemon Bay, and has a heated pool and BBQ area. Bring (or rent) a boat, jet skis, or other watercraft. Our dock slips accommodate up to 17' vessels.
Fish from the dock, or observe manatees and dolphins while enjoying your morning coffee or evening beverage. You'll be in walk.......
Harborview 2 Bedroom Condo with Heated Pool
Stunning Harborview Condo with a view of Lemon Bay and Sandpiper Key Yacht Club! Only 12 min walk to Englewood Beach. Spacious 2 bedroom 2 bath unit with private balconies on north and south sides. Shared Heated Pool, Gazebo and BBQ for guest use. Boat slip at yacht club with lift will accommodate up to 25' boat. Private parking in garage, elevator to unit, beach gear for guest use. Close to restaurants, shops and tiki bars with live entertainment. .......
9.4 Star Review
2 Bedrooms
- Sleeps 5
Englewood Vacation Rental
Pets Allowed
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
This luxurious villa, built on a very private 3/4 acre lot, sits well back from the road. Mature oak and palm trees line the driveway to this beautiful villa which is a mile from Manasota beach and five minutes drive to major stores and restaurants. Free wireless internet.
The large pool area offers complete privacy and overlooks a small pond and bird preserve. Palm trees to the rear add a special feature. At construction the upgrades throughout to create a luxury standard which is.......
Sunset view on Lemon Bay - Duplex property - Seahorse Cottage. Couples get away
Unique vacation property. Adorable duplex located on a deep water canal with no bridges to Lemon Bay. Each unit offers 2 bedrooms and 1 bath . Over 900 square feet each side. Rent one unit for yourself and bring the extended family or friends to stay next door. Shared pool area. Our Seahorse Cottage boasts a canal view from the living room. King size bed in master bedroom. Queen bed in second bedroom. Enjoy a fully stocked kitchen and inside laundry room. Shared outdoor area with multiple s.......
Breathless Bay View!
The condo is currently under construction because of the 2023 hurricane. Should be completed in November and everything will be brand new - cabinets, flooring, appliances, and furniture.
Enjoy fabulous sunrises overlooking Lemon Bay via the lanai. Once finished with the morning sun, you can take a dip or swim in the heated pool or the gulf. The gulf beach is a one minute walk from the townhouse style apartment thru a designated walkway. You can also try your hand at fishing on the doc.......