Englewood Vacation Rentals & Private Rental Homes.

Private Vacation Home in Englewood

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 .......

4.9 Star Review

Villa in Englewood

Spacious, but cozy villa offers two bedrooms on the main floor, both with queen size beds. the third bedroom is on the second floor with two queen size beds.
The kitchen has granite counter tops and tile floors.
The big and screened lanai overlooks a private tropical wooded backyard.
we are just three blocks away from Dearborn Ave. With antique shops, restaurants, art galleries and farmers market.
This villa is only few minutes drive to many stores and strip malls, and
within wa.......

4.8 Star Review

Private Vacation Home in Englewood

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 .......

4.8 Star Review

Condo in Englewood

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
Vacation Rental in Englewood

Private Vacation Home in Englewood

On entering the pillared foyer of this luxury home you come into the living room with blue/grey sofa, loveseat and comfy chair, with large TV. There is a formal dining room to the front of the house which is elegantly furnished. The kitchen is open plan looking out to the living room, large and fully equipped with all the modern conveniences. There is a breakfast nook with table and chairs, barstools around the kitchen counter for casual dining.

The master bedroom to the left of the home .......

4.6 Star Review

Private Vacation Home in Englewood

Welcome to our charming 2 bedroom, one bathroom Englewood home located less than 2 miles away from the beautiful Gulf of Mexico. Our spacious home offers a formal living room, family room, dining room, laundry room, full kitchen, garage, screened in porch and a large, fenced backyard. We have all the comforts of home including 2 flat screen TVs, DVD player, VCR, iPod dock, free wireless internet and a gas grill. Our quiet, deed restricted subdivision offers a free, private boat ramp so feel f.......

5.0 Star Review

Villa in Englewood

Stunning waterfront home available for rental.
Situated overlooking Gottfried Creek where you can enjoy Florida wildlife, and sunsets in the evening over the water.
Home was totally remodelled and everything is very nicely equipped and furnished .
On entry into the paved courtyard there is lovely Florida landscaping for privacy from the road and going into the house you come into great room with leather sofa's, flat screen tv, beautiful stainless kitchen with granite counter tops and is.......

4.7 Star Review

Villa in Englewood

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,.......

5.0 Star Review

Private Vacation Home in Englewood

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.
.......

4.5 Star Review

Condo in Englewood

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.......

1 Bedrooms - Sleeps 4
Vacation Rental in Englewood

Private Vacation Home in Englewood

Rosemont Bungalow

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A getaway that has been designed and furnished to provide guests with nothing but comfort and convenience is what you will find at Rosemont Bungalow. This waterfront home is the perfect choice for families, friends traveling together, and couples. One of the main draws of this home away from home is the spacious lawn leading to a.......

5.0 Star Review

Condo in Englewood

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.......

5.0 Star Review

Private Vacation Home in Englewood

Ideal snowbird getaway home located in the amenity rich 55+ community of Lemon Bay Isles in Englewood. Only 3 miles to the beaches of Manasota Key. Slow-paced and pristine– Manasota Key is the Florida island of your dreams. There is no shortage of personal space and fresh salty air.
Enjoy watersports on the Gulf, Lemon Bay and Myakka River. Don't miss the spectacular Gulf sunsets.
Englewood is uniquely nestled in the heart of the Florida Suncoast- just a short drive to Venice, Sara.......

2 Bedrooms - Sleeps 6
Vacation Rental in Englewood

Condo in Englewood

Lovely gulf front 3 bedroom, 2.5 bathroom condo with screened lanai overlooking the beautiful Gulf of Mexico and the beach. This condo has all the amenities you could ever want. The gulf view is especially nice as the condo is up one level. (elevator accessible). Included are luxury appointed furnishings, a king-size bed in the master, and a queen bed in each of the other bedrooms; brand new updated kitchen, cable TV in the living room and each bedroom, free WiFi internet, and a washer & dryer........

5.0 Star Review

Condo in Englewood

Gorgeous Place in a Perfect Location!!

Palms is a exclusive Gulf and Beach Front condo complex on Manasota Key eight mile long unspoiled sandy beach in South West Florida. This enchanting barrier island with access by two bridges is located on the west coast of Florida with turquoise blue water, many wildlife species and pleasant island breezes. This tropical island has white sandy beaches, sand dunes, boulders, shells, dolphins, manatees wild life and tropical foliage. Love to fish, s.......

4.7 Star Review

Condo in Englewood

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.......

4.5 Star Review

Apartment in Englewood

Two bedroom one bath apartment, large granite, kitchen, lovely, dining room, and living room. Close to everything and you can glimpse Lemon Bay from the bedroom. Walk to Dearborn Street. Beautiful sunsets and starry nights too!.......

2 Bedrooms - Sleeps 4
Vacation Rental in Englewood

Condo in Englewood

Gulf Sands Condominiums are located on South Manasota Key overlooking the beach. There are a total of 12 units in 3 buildings that are elevated on pilings. Unit 8 is in the middle, pool front building and a few steps from the beach. The complex has a heated swimming pool, a great beach and it is close to the State park and wildlife refuge at the south end of the Key. This 3 Bedroom 2 bath units are nicely decorated and quite spacious and have a nice screened porch to enjoy the balmy weather........

5.0 Star Review

Private Vacation Home in Englewood

Enter this beautiful open plan home and step into the living room. There are large sliding glass doors that looks out onto the pool and lanai with lush vegetation all around. The living room has comfortable sofa and loveseat, large TV.

To the left of the entrance is the master suite with king bed, private seating area, large TV also entrance to the pool. The en-suite bathroom has a double vanity, deep tub and large walk in shower. To the right of the entrance is the formal dining room wit.......

4.5 Star Review

Condo in Englewood

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.......

4.8 Star Review

Private Vacation Home in Englewood

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.......

4.8 Star Review

Private Vacation Home in Englewood

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.......

5.0 Star Review

Private Vacation Home in Englewood

Charming, bright and sunny, rent this fabulous two bedroom house located RIGHT ON THE BEACH, just steps from the water. Enjoy the million dollar views and watch the dolphins play from your living room window! Outside, relax on your own beach. This unit is beautifully furnished; you'll feel right at home!

Be enchanted with this island where there are no high rises, no traffic lights and no crowds. A two lane road runs the length of the island with pristine beaches on the west side and Lem.......

4.9 Star Review

Condo in Englewood

Palm Manor is a nice apartment complex located in Englewood, Florida. Known as a relaxed, beach town, Englewood is located mid-way between Sarasota and Fort Myers approximately an hours' drive in either direction. Palm Manor is less than a five-minute drive to the beautiful beaches of the Gulf of Mexico, or a short walking distance to shopping at a supermarket, pharmacy, and various shops and restaurants. Whether you enjoy fishing, golfing, boat trips or just relaxing, Englewood will satisfy eve.......

2 Bedrooms - Sleeps 4
Vacation Rental in Englewood

Cottage in Englewood

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.......

4.9 Star Review

Condo in Englewood

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.......

4.9 Star Review

Cottage in Englewood

Charming, bright and sunny, this down-to-earth cottage is located RIGHT ON THE BEACH, just steps from the water. Enjoy the million dollar views and watch the dolphins play from your living room window! Outside, relax on your own, private beach.

This is not a highly polished luxury property. Our style is more rustic and casual, so you'll feel right at home. This cottage is one of 3 private units in a large house (it's a triplex).

Be enchanted with this island where there are no hig.......

4.9 Star Review

Villa in Englewood

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!.......

4.5 Star Review

Private Vacation Home in Englewood

Fantastic duplex --- rent both sides for large families and reunions! If your desired date is already booked, check out the other side, VRBO 434280

Do you like the sound of the ocean? Then you will like this vacation home! Relax in this tastefully furnished 1,800 square foot home with 3 bedrooms and 3 full baths. It's private and spacious on each side of this duplex.

Swim, fish, work on your tan, or search for shark's teeth on the beach in your backyard. Enjoy the panoramic vie.......

4.9 Star Review

Private Vacation Home in Englewood

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.......

5.0 Star Review

Private Vacation Home in Englewood

This custom home is situated on the water overlooking beautiful Lemon Bay only minutes walk over to Manasota Beach. There is a great outlook onto a little island where you can bring in small boats. This home features a long rectangular pool. The pool area is very private and has large patio table and chairs for out door dining as well as comfortable sun beds to relax by the pool. Pool can be electrically heated for an extra charge. At the moment due to hurricane Ian, this home no longer has a .......

4.5 Star Review

Private Vacation Home in Englewood

Beautiful fully renovated beach cottage. Enjoy the new furnishings, kitchen with stainless appliances, quartz countertops and polished terrazo floors. Spacious one bedroom home open plan, fully equipped kitchen with stove, microwave, dishwasher, refrigerator. Queen sized master bedroom, and ensuite luxury bathroom.
Great for couples and the occasional guest for a few days.
Home has patio with outdoor sofa and table/chairs.
Walk or bike to Manasota Beach
Minutes to shops and restaura.......

4.6 Star Review

Private Vacation Home in Englewood

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 .......

3 Bedrooms - Sleeps 6
Vacation Rental in Englewood

Condo in Englewood

Welcome to your vacation hideout! Our recently renovated condo is nestled in the heart of our relaxing town. Your unit is a quick walk across the street for all your shopping needs and is just minutes away from our beautiful, sunny beaches! Don't feel like moving? Take a dip in the pool and soak up the sun! The clubhouse has all of your needs, including tennis rackets, a ping-pong table, and seasonal gatherings for the community!

Please feel free to contact us if you have any questions b.......

4.8 Star Review

Private Vacation Home in Englewood

Vacation in splendor at its finest. This rustic and unique two bedroom, two-bath fireplace home sits serenely on 2.5 wood acres and was featured in Southern Living Magazine in 1984. The interior is very spacious and offers comfortable living with views from every window and every deck. The original owner wanted to make this an ideal spot for watching all the fabulous birds that live or pass through this tropical paradise. Great care was taken to preserve as much native vegetation as possible to .......

4.5 Star Review

Private Vacation Home in Englewood

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….......

2 Bedrooms - Sleeps 5
Vacation Rental in Englewood