Vacation Rentals By Owner In Englewood, FL

Shady Pines Vacation Rental on waterfront with pier, heated pool and an air conditioned 3/2 large home on 1.3 acres.brThe interior of Shady Pines, with her wood look tile flooring is very pet and children friendly and safe from damage claims for you. brbrAmenities: bed linen & towels, air conditioning, heating, heated swimming pool in a large cage, free wireless internet, pets are welcome, a free cot, baby pack and play and extra linens in a closet. Smoking allowed, but outside only. Included are: 2-4 canoes, 2- 3 kayaks, paddles and vests.brbr Most of the 1 x 8 mile Lemon Bay is about waist high yet populated with dolphins, many types of fish and manatees! The bottom is firm and except for the trenched in boat channels, you can stand up for safety almost anywhere. Very family friendly. Take a bottled water, wear a life vest and hat and bring your phone in a ziplock for safety.brbrThe home is air conditioned, the pool heated and the cage around the pool makes relaxing outdoors easy. Shady Pines is kayaking/canoeing or walking distance from Cedar Point Park, a huge preserve and natural habitat of Old Florida. Some of the pictures show Cedar Point and the trails, kayak launch and wildlife signs!, one of the last remaining large tracts of reserved undeveloped land as a Park on Lemon Bay in Charlotte County. With 115 acres pine flat-woods covering over 60 % of the park, Cedar Point also has scrub, scrubby flat-woods, mangrove swamps, salt marshes, and wetlands.Cedar Point is also a leisurely 10 minute stroll from Shady Pines. This is a highly fortuitous aspect to our vacation rental. brbrThe several pictures of a family canoeing and kayaking and paddle boating on the estuary are actual guests enjoying our boats. Shady Pines is ideally located hardly 1/4 mile from shopping and services. There is a Publix within walking or biking distance and the Englewood beach is a 2.3 mile drive by land. brbrAlso Stump Pass, where the Lemon Bay opens to the Gulf of Mexico, is a 2 mile trip by water. Manor road is a strip of upgrade waterfront homes fronting Ainger Creek. Shady Pine’s 1.3 acres is a long rectangle with the home well set back off the street and the waterfront is on the other end. We hope to see you soon! David brbrWe do weddings too!! Elopements really, with very small parties. We arrange the ceremony onsite and we have the equipment. A great place for a retreat from the world for 2 to 8 or more. This location can handle a reunion or small/medium wedding or vow renewalbrNote: All approved cancellations are subject to recovering credit card fee's incurred.

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

Englewood, Florida, United States

Bed

Bath

Sleeps

$1050.29

Luxury accommodations await you in this perfect island hideaway!!! Flip-Flop Retreat is located less than 150 feet away from the pristine Gulf of Mexico beaches on gorgeous Manasota Key in Southwest Florida. The beach is directly across the street from Flip-Flop Retreat...it's all about ease of access from Beachcomber's Flip-Flop Retreat! The perfect getaway spot to escape for a few days, a week, or a month!

Flip Flop Retreat - Pool Home

Englewood, Florida, United States

Bed

Bath

Sleeps

$251.29

Nice 3 Bed/2 Bath home with a screened/covered patio on a corner lot in Englewood East. The Living Room has a large flat screen TV and there is another flat screen in master bedroom with Direct TV. The master bedroom has a queen-size bed and an ensuite bathroom with a walk-in shower. The 2 guest bedrooms are on the other side of the house. One guest bedroom has 2 twin beds, the other has a bunk bed. There is also free Wi-Fi internet, full-size washer & dryer, BBQ grill on the screened/covered lanai, and a two-car garage. brbrLess than a 15-minute drive to several public beaches on Manasota Key. The home is near the Rotonda golf courses, many restaurants, and shopping. Only a 2 min. drive to the library and recreation center; 5 min. to the large public swimming pool at Ann Dever Park.brbrPLEASE NOTE THAT THIS RENTAL REQUIRES A 30 DAY MINIMUM.

Englewood home near the Rotonda golf courses

Englewood, Florida, United States

Bed

Bath

Sleeps

$265.83

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. brbrbrWe want you to have a peaceful and enjoyable stay. Just a phone call or text away if you need anything.brbrThe home is located in the old salt fishing town of Englewood which is a quiet community. Located less then 10 minutes to beautiful, Englewood Beach and Stump Pass. Many unique dining and recreational experiences close at hand. Englewood is a community featuring more Mom and Pop shops as opposed to the big box stores. Publix is recommended for grocery shopping. Golf courses open year round. Discounts in the summer for the golf courses. Englewood caters to the water enthusiast with great boating, fishing, kayaking and paddle boarding just a short drive away.brbrThe home has a lockbox for entry. The lockbox code will be sent via text on the morning of the reservation. The Welcome Guide in the home will include the information about the home, wifi, trash day, etc. in addition to information about the local area. A contact number is in the book to reach me when needed. Homeowner has personal belongings in 2 small cabinets in laundry room, all else can be enjoyed by the tenant including indoor laundry.brbr Modern facade and front sitting area welcome you to your home away from home. Natural light flows through the glass plated door & enhances this well appointed floor plan featuring 3 bedrooms and 2 bathrooms. An entertainer's delight. Kitchen stocked with all the needed conveniences and serves as the hub of the home as your guests gather around the dining room table with seating for ten or casually chatting at the breakfast bar. Open the sliders and the party extends outdoors. Gorgeous, paved lanai with space for those who love to soak up the rays and covered space those who prefer the shade. Loungers poolside along with table seating. Fire up the grill and season the steaks. When you warm up, take a in the saltwater pool. The pool can be heated for a fee of $20 per night during the winter season months . After a hard day of play, settle into the master suite for a peaceful slumber in the king sized bed. Master split from guest bedrooms for privacy and seclusion. First guest bedroom features queen size accommodations and bedroom three offers queen size bunk beds and twin XL trundle bed, this room can easily accommodating up to five people. Grab the cooler and chairs from the garage and it is just a 7 mile drive to the beautiful beaches of the Gulf of Mexico on Manasota Key. With white sand beaches, azure water and unobstructed views make this hidden treasure a once in a lifetime experience. Your four legged babies are welcome and we have a kennel for their comfort. You will certainly be booking your next stay before you know it.brbrIt is recommended you have a vehicle. Uber is often used. brbrHome is cleaned and sanitized between each guest. The list is provided for you in the home. br We will do our best to accommodate early check in requests. Security system in place but Interior and rear monitoring are disabled. Pet friendly home and a pet addendum must be completed. $300 pet fee. Kennel provided if needed. Pool Addendum must be completed and signed as well. Pool heat must be requested 48 hours prior to desired time. Pool heat is $20 per night. Once reservation is placed, a personal email must be provided to send the aforementioned and additional details about the home and area. The reservation will not be considered complete until these forms are signed and returned. We look forward to having you!

Sleeps 10!! Coastal Home, Heated Pool, Near Beach!

Englewood, Florida, United States

Bed

Bath

Sleeps

$177.72

Summary:brbrWelcome to your tranquil getaway at this 2BR 2Bath oasis just 5 mins away from downtown and thebrbrpicturesque Manasota Key. Whether you're looking to explore exciting attractions, spend the day at thebrbrbeach, or sample local cuisine, this prime location provides the perfect starting point for your Gulf Coastbrbradventures.brbr✔ 2 Comfortable BRs (Sleeps 6)brbr✔ Open Design Living + Sunroombrbr✔ Full Kitchenbrbr✔ Smart TVsbrbr✔ Backyard (Heated Pool, Hot Tub, Dining, Seating)brbr✔ Wi-Fibrbr✔ ParkingbrbrLearn more below!brbrbrbrThe Space:brbrBegin your tour of this gorgeous house in the open-concept living area, where the modern and vibrantbrbrliving room perfectly blends with the fully-equipped kitchen and cozy dining area.brbrbrbrAfter a day of exploring the exciting attractions of Englewood and the Gulf Coast, relax in this spaciousbrbrand inviting room, filled with natural light that floods through the large windows, highlighting the elegantbrbrfloors and tasteful decor.brbrbrbrThe home boasts two additional lounge spaces, one adjacent to the living room and the other in thebrbrinviting sunroom.brbrbrbrWhen it's time to rest, go to one of the two lovely bedrooms, each designed to provide a comfortable andbrbrluxurious experience. While no bed compares to your own, we guarantee these three will come close.brbrFinally, we invite you to start and end each day in the fully fenced backyard, complete with a spaciousbrbrswimming pool, luxurious hot tub, alluring sun lounges, and a lovely lawn ideal for outdoor activities andbrbrrelaxation.brbrbrbr★ LIVING ROOM ★brbrIndulge in a leisurely afternoon while lounging on the sofa and watching your favorite movie with yourbrbrloved ones.brbrbrbr✔ Comfy Sofa with Pillows (can be extended into an extra Full-Size Sofa Bed)brbr✔ Smart TVbrbr✔ Cozy Sofa Chairbrbr✔ Coffee Tablesbrbrbrbr★ KITCHEN & DINING ★brbrThe kitchen is fully equipped with modern appliances and ample workspaces, making it easy to preparebrbrdelicious home-cooked meals for the whole group. Whether you're preparing a quick breakfast or abrbrhearty dinner, this well-appointed kitchen has everything you need to satisfy your culinary cravings.brbrbrbr✔ Microwavebrbr✔ Stovebrbr✔ Ovenbrbr✔ Toasterbrbr✔ Blenderbrbr✔ Coffee Makersbrbr✔ Hot Water Kettlebrbr✔ Refrigerator/Freezerbrbr✔ Dishwasherbrbr✔ Sink - Hot & Cold Waterbrbr✔ Traysbrbr✔ Glassesbrbr✔ Silverwarebrbr✔ Pots & PansbrbrbrbrThe dining area connects the living room and kitchen, ensuring you never miss a moment of excitingbrbrconversation and laughter while savoring delicious meals.brbrbrbr✔ Dining Table with Seating for 4brbr✔ Kitchen Island with Seating for 3brbrbrbr★ SLEEPING ARRANGEMENTS – 2 BEDROOMS + LIVING ROOM ★brbrExperience ultimate relaxation in these serene areas of the home. After a day of exploring Englewood'sbrbrbustling streets, pristine beaches, and exciting attractions, unwind and recharge in these cozy spaces.brbrbrbr♛ Bedroom 1: King-Size Bedbrbr♛ Bedroom 2: King-Size Bedbrbr✔ Ensuite Bathroomsbrbr✔ Premium Mattress, Linens, Sheets, and Pillowsbrbr✔ Smart TVsbrbr✔ Closets with Hangers and Shelvesbrbr✔ Night Stands with Reading Lampsbrbrbrbr***If more sleeping space is required, the living room sofa can be quickly converted into an extra Full Size Bed.brbrbrbr★ BATHROOMS ★brbrWe have paid extra attention to the design and amenities of both ensuite bathrooms, ensuring that allbrbrthe essentials are available for your convenience.brbrbrbr✔ Walk-In Showerbrbr✔ Bathtub with a Showerbrbr✔ Vanity (Double in the Master Bath)brbr✔ Mirrorbrbr✔ Toiletbrbr✔ Towelsbrbr✔ Hair Dryerbrbr✔ Essential Toiletriesbrbrbrbr★ SUNROOM ★brbrThe sunroom is our favorite spot for early morning coffee or afternoon tea. Let us know if you share thebrbrsame sentiment.brbrbrbr✔ Lounge Seating Areabrbrbrbr★ BACKYARD ★brbrTake advantage of this perfect outdoor setting without leaving your home. The fully fenced backyard willbrbrprovide a private haven for you to enjoy with your loved ones.brbrbrbr✔ Swimming Pool (Heated November – April) Please also keep in mind the pool may be between 75-85 depending on the temp outside during winter and temps can get over 90 in the summerbrbr✔ Hot Tubbrbr✔ Sun Lounges & Parasolsbrbr✔ Al Fresco Dining Table with Seating 4brbrbrbrCreate lasting memories in our beautiful house, where modern amenities meet stylish design. Don'tbrbrhesitate to message us to make all the necessary arrangements for an unforgettable vacation.brbrbrbrGuest Access:brbrThe house is exclusively yours, with no interruptions during your stay, so feel free to relax and makebrbryourself at home.brbrbrbrOther than the already mentioned amenities, our home is also equipped with the following:brbrbrbr✔ High-Speed Wi-Fibrbr✔ Self Check-In (Smart Lock)brbr✔ Air Conditioningbrbr✔ Heatingbrbr✔ Iron/Boardbrbr✔ Laundry Room (Washer/Dryer, Iron/Board, Sink)brbr✔ Free ParkingbrbrbrbrThe Neighborhood:brbrThe house is conveniently located in the friendly and tranquil neighborhood in Englewood, FL, a laid-backbrbrGulf Coast destination renowned for its serene beaches, turquoise waters, and Old Florida charm.brbrbrbrThe heart of Englewood lies along its stunning coastline, featuring Englewood Beach, Manasota KeybrbrBeach, Blind Pass Beach, and Stump Pass Beach State Park, all renowned for their soft, white sand,brbrexcellent shelling, and frequent shark tooth finds. Start your day on the beach to enjoy sunbathing,brbrswimming, and vibrant Gulf sunsets. Meanwhile, more adventurous guests can explore activities such asbrbrkayaking, paddleboarding, jet skiing, and even parasailing. Stump Pass Beach features scenic naturebrbrtrails that wind through protected habitats, making it a favorite spot for wildlife viewing and shellbrbrcollecting.brbrbrbrEnglewood's parks, including Lemon Bay Park and Nature Center, Ann Dever Memorial Regional Park, andbrbrCedar Point Environmental Park, offer peaceful retreats with walking trails, nature observation areas, andbrbrcanoe or kayak launches. Lemon Bay, situated between Englewood and Manasota Key, is an idealbrbrdestination for kayaking, boating, fishing, and guided eco-tours.brbrbrbrDearborn Street in Olde Englewood is the town's cultural hub, offering art galleries, boutique shops,brbrseafood restaurants, and seasonal festivals showcasing local artists and musicians. The Lemon BaybrbrPlayhouse offers year-round live theater, while the Englewood Farmers Market provides fresh, localbrbrproduce, baked goods, and crafts each Thursday from October to May.brbrbrbrHere are some places of interest you'll be looking to visit during your stay.brbrbrbr✔ Farlow's on the Water (3 mins away)brbr✔ Manasota Key (6 min away)brbr✔ Stump Pass Beach State Park (10 min away)brbr✔ Indian Mound Park (10 min away)brbr✔ Catanias Winery (10 min away)brbr✔ Lemon Bay Park & Environmental Center (12 mins away)brbr✔ Blind Pass Beach (14 min away)brbr✔ Manasota Key Beach (16 min away)brbr✔ Fort Myers (1h away)brbr✔ St. Petersburg (1h 15 min away)brbr✔ Tampa (1h 20 min away)brbr✔ Cape Coral (1h 20 min away)brbrbrbr***Distance times are calculated if traveling by car.brbrbrbrGetting Around:brbrIf you arrive by car, you will be happy to know that we offer free parking. If you prefer not to drivebrbrduring your stay, there are numerous convenient and easily accessible transportation options near ourbrbrhome.brbrbrbr✔ Busbrbr✔ Taxibrbr✔ Water Taxis and Boatingbrbr✔ Uber & LyftbrbrbrbrIf you are flying in/out of the area, the best way would be at one of the following airports:brbrbrbr✔ Punta Gorda Airport (45 min away)brbr✔ Sarasota-Bradenton International Airport (55 min away)brbr✔ Southwest Florida International Airport (1h 15 min away)brbrbrbrOther Things to Note:brbr★ ADDITIONAL ACCOMMODATION ★brbrTraveling in a larger group, or your preferred dates are already taken You'll be pleased to know that webrbroffer additional accommodations in the area. Please browse our host profile for the complete list of ourbrbrlistings.brbrbrbr★ CLEANING & SANITIZATION ★brbrThe health, safety, and well-being of our guests are of utmost importance. For this reason, we use abrbrthorough cleaning process after each check-out.brbrbrbr★ NO PETS ALLOWED ★brbrWe love those little (and not-so-little) furry bundles of joy. Sadly, our home is not suitable tobrbraccommodate them.brbrbrbr★ NO SMOKING INSIDE ★brbrPlease refrain from smoking inside the home! Any evidence of smoking will result in odor removal andbrbrfurniture cleaning fees.brbrbrbr★ NO PARTIES/EVENTS ★brbrWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests andbrbryour return visits.brbrbrbr★ POOL HEATING ★brbrDuring the cooler months there is a $50 per stay charge for pool heating, this is to offset the cost to run the heater. This applies to stays of 4 days or 30 days. Pool/spa is set to run on a schedule, Pool heats from 9-6pm. Spa cannot be heated higher then pool while pool is heating. It would be one or the other heating.brbrbrbrThank you very much. We look forward to hosting you!brbrbrbrInteraction with Guests:brbrWe will be accessible to our guests via phone, text, or the Booking app.brbrExpect a quick and prompt response. We give our guests space, but we are always available to addressbrbrany inquiries.brbrbrbrContact us now to begin arranging your perfect vacation!

Tranquil & Spacious Heated Pool, Hot Tub, Parking

Englewood, Florida, United States

Bed

Bath

6

Sleeps

$147.47

Keep it simple at this peaceful and centrally-located place. World class beaches are located within 15-30 min. Relax with the family at this beautiful duplex in Southwest Florida. The spacipus living area has a TV and some board games for your enjoyment. The well-equipped kitchen offers you everything you need for a stress-free stay. Has its own laundry room with a washer and dryer. There is a screened lanai and backyard with seating and BBQ. We also provide beach towels, 2 chairs, umbrella and cooler.

Villa

CT Villa Keep it simple a this peaceful and centrally-located place.

Englewood, Florida, United States

Bed

Bath

4

Sleeps

$258.28

Welcome to your perfect coastal getaway! Relax by the water and take in peaceful bay views after a day at the private beach or out on the boat.brbrThis beautifully 3-bedroom, 3-bath home blends modern comfort with classic Old Florida charm - featuring vaulted beamed ceilings, hardwood floors, and stylish coastal décor.brbrKey Featuresbr3 Spacious Bedrooms – Comfortably accommodates families or groupsbr2 Modern Bathrooms – Fresh, updated, and designed for conveniencebrFully Equipped Kitchen – Includes appliances, cookware, and everything needed for easy meal prepbrBalcony Terrace – Perfect for morning coffee or sunset viewsbrOn the Bay – Enjoy peaceful water views right from the homebrPrivate Beach Access – Easy, direct access to a pristine stretch of shorelinebrbrManasota Key is a laid-back barrier island known for its pristine beaches, crystal-clear waters, and Old Florida charm. Guests love the relaxed atmosphere, scenic nature preserves, and beautiful coastline perfect for beach walks, shelling, paddleboarding, and dolphin watching. The island offers a peaceful escape while still being just minutes from great restaurants, local boutiques, live music, and the vibrant communities of Englewood and Venice. With its quiet roads, stunning sunsets, and abundant wildlife, Manasota Key is the ideal destination for anyone seeking a tranquil beach getaway.brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. brbrGulf Coast Holiday Homes offer a wide range of services including: br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested. br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. br- 'Preferred Vendors' menaing you can trust the company you use for rentals.brbrAll properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrExperience the best of coastal living with this beautifull home offering stunning bay views, private beach access, and all utilities included. Relax at the beach or out on the boat. This 3-bedroom, 2-bath retreat blends modern luxury with classic Old Florida charm, featuring vaulted beamed ceilings, hardwood floors, and coastal décor throughout. The home comes fully equipped with high-quality appliances, cookware, and everyday essentials—just bring your swimsuits and beach gear. Inside, you’ll enjoy hand-selected interiors, a large 4K HD TV, custom blinds, granite countertops, and thoughtful touches that elevate your stay. Guests can take advantage of a locked storage area for personal belongings and year-round boat access with a private dock. Amenities include cable TV, Wi-Fi, and support from a local property manager. With deeded private beach access and a prime location on the north end of Manasota Key—close to Manasota Beach, Venice, and downtown Englewood—this home offers the perfect mix of comfort, convenience, and coastal relaxation.brbrFrom I‑75, take the exit toward U.S. Route 41 (US-41) in Englewood. Drive south on US-41 until you reach State Road 776 / Manasota Beach Road, then turn west onto Manasota Beach Road. Continue over the water on the Tom Adams Bridge onto Manasota Key. Once across the bridge, turn left onto Manasota Key Road and drive about two more miles — the home will be on your left.brbrIf the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. brbrGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.

The Dock House - 3 Bed/3 Bath with Dock on The Bay by The Bay & Key Collection

Englewood, Florida, United States

Bed

Bath

Sleeps

$338.4

Spend your free time at this gorgeous beach house just 50 steps from our beautiful Gulf waters. Come experience the fantastic tropical lifestyle. High end all new since the hurricanes that include granite counter tops, stainless steel appliances, dishwasher, tile floors throughout the house, full size washer/ dryer, two beach bikes and a 50 Smart TV. Beautiful bathroom, all tile with a large shower. Second bedroom with a full/single bunkbed. Private patio with furniture & fire pit. Views of the beach and ocean. Just four blocks from the beautiful, Stump Pass State Park. Manasota Key is old Florida, quaint & relaxing with lots to do minutes away on the mainland. MOST COMMON REVEIW COMMENTS...LOVE THIS PLACE, WILL RETURN SOON, SO CLOSE TO THE BEACH, EVERYTHING YOU NEED. Read our reviews. ANDY and JUSTINA want to make your WINDROSE beach vacation your best ever. LIFE IS BETTER AT OUR BEACH!!!

Windrose is 50 STEPS TO BEACH! Beautiful gulf views from the front & back yards.

Englewood, Florida, United States

Bed

1

Bath

6

Sleeps

$194.43

Wake up to sweeping Gulf views at this beachfront 2BR/2BA La Coquina condo on Manasota Key. With a screened lanai overlooking the ocean, heated pool, dedicated parking, and quick beach access, this coastal retreat blends comfort, convenience, and unbeatable sunsets.brbrWhy You’ll Love Itbr• Beachfront Gulf views from the screened lanaibr• Open-concept living and dining spacebr• Gated community with heated poolbr• In-unit washer/dryer plus dedicated workspacebr• Quick access to Englewood dining, shopping & boatingbrbrSleeping Arrangementsbr• Primary Suite – King bed – ensuite with walk-in showerbr• Bedroom 2 – Queen bed – bathroom with shower/tub combobrbrOutdoor Highlightsbr• Screened lanai with ocean viewsbr• Direct beach access just steps awaybr• Heated community poolbr• Beach chairs & umbrella providedbrbrInterior Comfortsbr• Leather sofa & chair with large flat-screen TVbr• Open floor plan with dining table for fourbr• Dedicated workspace for remote needsbrbrKitchen & Diningbr• Fully stocked kitchenbr• Dining table for fourbrbrIncluded Home Essentialsbr• In-unit washer & dryerbr• High-speed Wi-Fibr• Fresh linens & starter amenitiesbrbrNeighborhood Perksbr• Gulf-front community on Manasota Keybr• Close to restaurants, parks & live-music spotsbrbrAccess & Parkingbr• Stairs required to enter the unitbr• Dedicated covered parking spacebrbrVacay Your Way with Gulf Coast Vacations — where every sunset is your new screensaver. Book now with the Gulf Coast experts.

Condo

La Coquina 2BR – Beach, Pool & Sunsets

Englewood, Florida, United States

Bed

Bath

Sleeps

$173.6

Located in Englewood, this adorable mobile home offers 3 bedrooms including 1 king, 1 queen, and 2 twin bed in a quilt 55 neighbor-hood. With 2 bathrooms fully furnished, Enjoy the beautiful spring in FL, This retreat provides a peaceful escape for guests.!0 minutes ride to Englewood Beach or downtown Englewood. We look forward to hosting you at our place.

Mobile Home

3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC

Englewood, Florida, United States

Bed

Bath

Sleeps

$177.65

This beautifully decorated 2 bedroom, 2 bathroom condo has updated, comfy furnishings, brand new bathrooms and kitchen, new tile floors throughout, its own washer/dryer, and most importantly, great views of the Gulf of Mexico from the screened lanai, living, and dining rooms.brbrThe complex is right on the Gulf of Mexico with a nice seating-area to get to know the other residents, and a nice sandy beach. While there you'll see fabulous sunsets, dolphins, pelicans, etc. The heated swimming pool is just a hop & skip from the condo. Each condo has covered parking and a storage locker. Although there is a 2-week minimum-stay required most of the year, weekly rentals are allowed over Christmas & Easter holidays. (Please note, rental rates do not include the departure cleaning fee, 12% tax, booking fee, or security deposit.)

Condo

Seashells on the Beach

Englewood, Florida, United States

Bed

Bath

Sleeps

$261.33

***SPECIAL--April THRU OCT *** $165 PER NIGHT 2 NIGHT MINIUM/$950 FOR ALL GROUP SIZES**** Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 with king beds and 1 with a queen bed and a queen murphy bed in the Living room....... Enjoy the convenience of 2 bathrooms, one with a relaxing jetted bathtub (no en suite bathroom). A large privacy fenced in back yard with grille, new Hot Springs saltwater hot tub, blue tooth speakers and lounge chairs. A covered deck with seating for 10, a gas firepit and Roku tv. Inside there are 2 arcade games, board games and card games. Kitchen is fully stocked for cooking with a convection oven. There are 2 living areas, each with a Roku TV's. Each bedroom has a Roku tv, bed, dresser, closet , clock and nightstands and is named after a state we have lived in, extra blankets are in each bedroom closet and extra pillows are in the Alaska, Florida and Maryland room closets. Blow up bed, high chair and pack n play avail upon request. There are baskets in each bathroom with toiletries to get you thru if you forgot something. There is also a corn hole game for the backyard. We also have 2 cameras out side, 1 by the front door and one on the right side of the house facing the driveway.... there is a small cooler, beach chairs and towels, Rain umbrellas in the pantry and one hanging in the living room by the front door..brbrPublic pool and parks 2 miles awaybrbr-Ann & Chuck Dever Regional Parkbrhttps://www.charlottecountyfl.gov/departments/community-services/parks/all-parks/ann-chuck-dever-regional-park.stmlbrbr-Oyster Creek Environmental Parkbrhttps://www.charlottecountyfl.gov/departments/community-services/parks/all-parks/oyster-creek-environmental-park.stmlbrbrHope to host you soon.

Cozy Blue 4 Miles to beach. Pet Friendly, Hot tub, gas firepit, public pool 2 mi

Englewood, Florida, United States

Bed

Bath

Sleeps

$157.74

On Blue Island Inn's quiet main floor, Waterfront Mermaid's Retreat with 1 full bedroom, 1 bathroom, kitchen, 2 sofa sleepers & Bay views! Pool. Enjoy Bay Beach out back.1 parking spot. No boats. Low-key vacationers. Free use 2 kayaks. Ideal for 1 couple or small family as bathroom is off bedroom. Login to your favorite streaming service with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based). brbrOur wonderful housekeeper and maintenance team live close by. We provide very thorough Guest Welcome information with lots of helpful property & area information - please be sure to review to maximize your vacation experience.brbrIn prime Manasota Key location, Blue Island Inn has spectacular waterfront views of gorgeous Lemon Bay from every Suite so you might never want to leave! brPicturesque Blind Pass Beach (great for pre-historic sharks tooth hunting!), Englewood Beach (free beach yoga, new playground, picnic tables!!) , 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based). Enjoy shared use of our popular tropical pool, and Lemon Bay-front Beach in the backyard with new comfy adirondack chairs. br brBlue Island Inn includes 5 Suites of various sizes - most offer a great view of picturesque Lemon Bay. Blue Island Inn offers shared use of a variety of desirable common areas including: sandy Lemon Bay Beach area in backyard, 2 kayaks, tropical swimming pool, self-serve tiki bar, Dock for fishing/enjoying Bay Views (firmly no boat docking), outdoor ping pong, and laundry room. brbrQuick 1 minute drive to five popular family-friendly Key restaurants near the big Englewood beach with live tropical music, very popular free beach yoga classes, reasonably priced water sports rentals – parasailing, sunset cruises etc. 2-mile drive to number 1 ranked attraction of stump pass state beach park - a natural wonderland. Lots more restaurants & shops along Dearborn & nearby Historic Venice Avenue. Stumpy's Free Ride - a tip-based shuttle service - is popular with our guests. Enjoy!brbrGuests have access to the entire 1 bedroom Suite with kitchenette, family room, bathroom & patio seating area. Guests also have shared use of resort’s common areas with lots of free amenities: pool, Bay Beach, laundry room, fishing dock, ping pong, 1 parking spot. Mermaid’s Retreat is on the first floor of the charming Blue Island Inn on a quiet, safe, relaxing nice island street. You will receive a 4 digit code - along with the vacation villa address - to your entrance door which work on your dates so you don't need to worry about keys! super easy! ONE car parking spot (there's no other parking & I don't have other safe parking ideas that aren't a high TOW RISK - so please only plan to bring one car or choose another property. ) br ***Smart TV - login to your favorite tv streaming service from home with your own login info from home. OR enjoy basic free channels on our smart TV (no cable/dish. just smart tv. For popular sports games, End Zone or Lock n Key are popular with sports fans.brbrbrCar rentals are the best, easiest, most reasonably priced way to get to and from Manasota key. Stumpy's Free Ride is a popular tip-based local shuttle service our guests like to use to get around the Key brbrbrFREE AMENITIES GALORE!br brEach of our places has a free WIFI, Beach towels, folding beach chairs, Sand toy set & all linens provided. Charcoal grills (guest to provide own charcoal). Free use of our laundry room on main floor. brFree shared use of swimming pool, Lemon Bay-front sandy beach area, Fishing Dock, outdoor seating, outdoor Ping-Pong table, and self-serve Tiki Bar area. brPicturesque Blind Pass Beach (great for pre-historic sharks tooth hunting!), Englewood Beach (free beach yoga, new playground, picnic tables!!) , 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)brbr Free shared use of our 2 kayaks (for age 21 & up) to explore picturesque Lemon Bay. Dolphins often spotted. brbrFree high-speed WIFI. Keurig-style coffee maker & we also offer traditional coffee maker. brbrLike hotels - we supply starter supplies - toilet paper, folded paper towels, sample size coffee, tea, etc. to get you going -- then there's a Dollar Tree nearby or grocery stores if you want additional supplies. brbrWe have many happy repeat guests we are proud to say. Enjoy!

Villa

Waterfront Mermaid's Retreat Delights! Manasota Key charmer!

Englewood, Florida, United States

Bed

Bath

Sleeps

$211.28

Welcome to Sunshine on Sunnybrook – a spacious 3BR/3BA retreat in Englewood that comfortably sleeps up to 8 guests and offers the perfect mix of comfort and Florida fun.brbrStep outside to your own private oasis with a heated pool, screened lanai, and BBQ grill. Whether you’re lounging by the pool or enjoying dinner outdoors, this home is designed for relaxation.brbrInside, you’ll love the bright, open layout featuring two living areas, a fully equipped kitchen, and a split-bedroom floor plan that provides plenty of space for everyone. Modern comforts include Wi-Fi, smart TVs, washer/dryer, and ample parking with both a garage and driveway.brbr ️ Just 6 miles from Englewood Beach, you’ll also be close to boating, fishing, golf, parks, dining, and shopping—everything you need for the perfect Gulf Coast getaway.brbr Pets welcome (with approval & fee).brbr✨ Spotlessly maintained and hosted with care by Paradise Breeze Vacation Rentals, Sunshine on Sunnybrook is the ideal escape for families and friends ready to enjoy all that Southwest Florida has to offer.brHouse RulesbrApplies to All Paradise Breeze Vacation Rentals – FloridabrbrBy booking and occupying this property, you agree to comply with the following House Rules. Failure to comply may result in additional fees, loss of deposit, or termination of the reservation without refund.brbrOccupancybrOnly registered guests listed on the reservation are permitted to stay overnight.brMaximum occupancy limits must be followed at all times. Exceeding occupancy or misrepresentation of guest count may result in immediate termination without refund.brbrMinimum Age & Age-Restricted CommunitiesbrThe primary renter must be at least 18 years old.brSome properties are located in HOA-governed or age-restricted communities, including 55+ communities. In these cases:brAll guests, occupants, and visitors must meet HOA age requirementsbrAge restrictions may apply to primary renters and additional occupantsbrHOA approval or age verification may be requiredbrFailure to comply may result in denied access, termination of the stay, or HOA fines. These situations are not grounds for a refund.brbrCheck-In / Check-OutbrCheck-In: 4:00 PMbrCheck-Out: 11:00 AMbrEarly check-in or late check-out is not guaranteed and requires prior approval. Unauthorized late check-outs may result in additional charges.brbrNoise, Parties & Community StandardsbrThis is not a party property.brQuiet hours: 10:00 PM – 8:00 AMbrNo parties, events, or gatheringsbrGuests must comply with local ordinances and community rulesbrNoise complaints, HOA violations, or law-enforcement involvement may result in immediate termination without refund.brbrSmoking & VapingbrSmoking and vaping are strictly prohibited inside the home, garage, lanai, balconies, and near open doors or windows.brMinimum $400 cleaning and deodorization fee appliesbrAdditional remediation costs may be charged if requiredbrbrPetsbrPets are allowed only in approved pet-friendly properties with prior written approval and applicable fees paid.brIf approved:brPets must be leashed outdoorsbrGuests must clean up after pets immediatelybrPets may not disturb neighbors or damage the propertybrUnauthorized pets may result in additional fees or termination.brbrPool & Hot Tub (If Applicable)brUse at your own risk.brNo diving, running, or horseplaybrChildren must be supervised at all timesbrNo glass in pool or lanai areasbrGuests may not adjust pool equipment, heaters, timers, or valvesbrService calls or damage due to misuse will be charged to the guest.brbrParkingbrParking rules vary by property and may be governed by HOA or community regulations.brPark only in approved or assigned spacesbrNo parking on lawns, sidewalks, fire lanes, or unassigned areasbrBoats, trailers, RVs, commercial vehicles, motorcycles, or oversized vehicles are not permitted unless approved in writingbrTowing, fines, or HOA penalties due to parking violations are the guest’s responsibility.brbrCleaning & TrashbrGuests are responsible for maintaining reasonable cleanliness.brTrash must be bagged and placed in designated binsbrFollow posted recycling rulesbrAll trash and personal items must be removed at check-outbrExcessive mess or improper disposal may result in additional cleaning charges.brbrAppliances, Utilities & AC UsebrUse appliances and systems as instructed.brDo not set AC below reasonable temperaturesbrTurn off lights and appliances when not in usebrDo not tamper with thermostats, electrical panels, or equipmentbrDamage caused by misuse will be charged to the guest.brbrMaintenance & Property AccessbrReport any damage or maintenance issues immediately.brDo not attempt repairsbrManagement may enter the property for emergencies, safety concerns, or HOA compliancebrFailure to report issues promptly may increase guest liability.brbrBehavior & Legal CompliancebrGuests must behave respectfully and comply with all laws.brNo illegal substances or illegal activitiesbrNo unsafe or disruptive behaviorbrViolations may result in immediate termination without refund.brbrSecurity, Cameras & SafetybrLock doors and windows when leavingbrDo not share access codes or keysbrSECURITY CAMERAS DISCLOSURE:brThis property has exterior security camera(s) only.brLocations: Front Door, Inside Garage, Driveway, RH & LH side of house, Rear of house x 2 facing Pool, Door BellbrNo cameras are located inside the home or positioned to view interior living spaces.brConfirmed via signed owner disclosure on file.brbrLiabilitybrGuests assume all risk for injuries, accidents, or loss during the stay.brThe owner and management are not responsible for personal injury or loss of personal belongings.brDamage, Theft & Missing ItemsbrGuests are financially responsible for damage, theft, or missing items.brCosts may be charged to the card on filebrAll damage must be reported immediatelybrbrVisitorsbrVisitors are not permitted without prior approval.brUnauthorized guests or visitors may result in additional fees or termination.brCancellations & Early DeparturebrGuests are responsible for understanding the cancellation policy.brEarly departure, late arrival, or weather-related interruptions do not qualify for refundsbrRule violations may void refund eligibilitybrbrForce MajeurebrManagement is not responsible for disruptions caused by weather, natural disasters, utility outages, governmental actions, or events beyond reasonable control.brbrEmergency ContactbrFor emergencies or urgent maintenance issues, contact property management immediately using the communication method provided in your reservation.brbrAcknowledgmentbrBy booking this property, you confirm that you have read, understand, and agree to comply with these House Rules.

Sunshine on Sunnybrook

Bed

Bath

Sleeps

$237.44

Welcome to Turtle Bay Condos Unit 2A! This 2 bed/1 bath lower unit offers views of Lemon Bay, the heated pool, and tropical surroundings. Enjoy deeded beach access just across the street, a private screened lanai with outdoor dining, full kitchen, in-unit laundry, and open living space. Relax in the heated pool or fish from the dock. Bring your boat and reserve a slip (with fee). Pets welcome with approval and fee. Walk to dining and shops on North Beach Rd.brHouse RulesbrApplies to All Paradise Breeze Vacation Rentals – FloridabrbrBy booking and occupying this property, you agree to comply with the following House Rules. Failure to comply may result in additional fees, loss of deposit, or termination of the reservation without refund.brbrOccupancybrOnly registered guests listed on the reservation are permitted to stay overnight.brMaximum occupancy limits must be followed at all times. Exceeding occupancy or misrepresentation of guest count may result in immediate termination without refund.brbrMinimum Age & Age-Restricted CommunitiesbrThe primary renter must be at least 18 years old.brSome properties are located in HOA-governed or age-restricted communities, including 55+ communities. In these cases:brAll guests, occupants, and visitors must meet HOA age requirementsbrAge restrictions may apply to primary renters and additional occupantsbrHOA approval or age verification may be requiredbrFailure to comply may result in denied access, termination of the stay, or HOA fines. These situations are not grounds for a refund.brbrCheck-In / Check-OutbrCheck-In: 4:00 PMbrCheck-Out: 11:00 AMbrEarly check-in or late check-out is not guaranteed and requires prior approval. Unauthorized late check-outs may result in additional charges.brbrNoise, Parties & Community StandardsbrThis is not a party property.brQuiet hours: 10:00 PM – 8:00 AMbrNo parties, events, or gatheringsbrGuests must comply with local ordinances and community rulesbrNoise complaints, HOA violations, or law-enforcement involvement may result in immediate termination without refund.brbrSmoking & VapingbrSmoking and vaping are strictly prohibited inside the home, garage, lanai, balconies, and near open doors or windows.brMinimum $400 cleaning and deodorization fee appliesbrAdditional remediation costs may be charged if requiredbrbrPetsbrPets are allowed only in approved pet-friendly properties with prior written approval and applicable fees paid.brIf approved:brPets must be leashed outdoorsbrGuests must clean up after pets immediatelybrPets may not disturb neighbors or damage the propertybrUnauthorized pets may result in additional fees or termination.brbrPool & Hot Tub (If Applicable)brUse at your own risk.brNo diving, running, or horseplaybrChildren must be supervised at all timesbrNo glass in pool or lanai areasbrGuests may not adjust pool equipment, heaters, timers, or valvesbrService calls or damage due to misuse will be charged to the guest.brbrParkingbrParking rules vary by property and may be governed by HOA or community regulations.brPark only in approved or assigned spacesbrNo parking on lawns, sidewalks, fire lanes, or unassigned areasbrBoats, trailers, RVs, commercial vehicles, motorcycles, or oversized vehicles are not permitted unless approved in writingbrTowing, fines, or HOA penalties due to parking violations are the guest’s responsibility.brbrCleaning & TrashbrGuests are responsible for maintaining reasonable cleanliness.brTrash must be bagged and placed in designated binsbrFollow posted recycling rulesbrAll trash and personal items must be removed at check-outbrExcessive mess or improper disposal may result in additional cleaning charges.brbrAppliances, Utilities & AC UsebrUse appliances and systems as instructed.brDo not set AC below reasonable temperaturesbrTurn off lights and appliances when not in usebrDo not tamper with thermostats, electrical panels, or equipmentbrDamage caused by misuse will be charged to the guest.brbrMaintenance & Property AccessbrReport any damage or maintenance issues immediately.brDo not attempt repairsbrManagement may enter the property for emergencies, safety concerns, or HOA compliancebrFailure to report issues promptly may increase guest liability.brbrBehavior & Legal CompliancebrGuests must behave respectfully and comply with all laws.brNo illegal substances or illegal activitiesbrNo unsafe or disruptive behaviorbrViolations may result in immediate termination without refund.brbrSecurity, Cameras & SafetybrLock doors and windows when leavingbrDo not share access codes or keysbrTampering with security systems is prohibitedbrExterior security cameras and noise-monitoring devices may be in use where permitted by law. No interior cameras are installed in private spaces.brbrLiabilitybrGuests assume all risk for injuries, accidents, or loss during the stay.brThe owner and management are not responsible for personal injury or loss of personal belongings.brDamage, Theft & Missing ItemsbrGuests are financially responsible for damage, theft, or missing items.brCosts may be charged to the card on filebrAll damage must be reported immediatelybrbrVisitorsbrVisitors are not permitted without prior approval.brUnauthorized guests or visitors may result in additional fees or termination.brCancellations & Early DeparturebrGuests are responsible for understanding the cancellation policy.brEarly departure, late arrival, or weather-related interruptions do not qualify for refundsbrRule violations may void refund eligibilitybrbrForce MajeurebrManagement is not responsible for disruptions caused by weather, natural disasters, utility outages, governmental actions, or events beyond reasonable control.brbrEmergency ContactbrFor emergencies or urgent maintenance issues, contact property management immediately using the communication method provided in your reservation.brbrAcknowledgmentbrBy booking this property, you confirm that you have read, understand, and agree to comply with these House Rules.

Apartment

Turtle Bay 2A Sun and Fun

Englewood, Florida, United States

Bed

Bath

Sleeps

$179.39

Welcome to this charming condo on Manasota Key. Guests will enjoy two pools on Lemon Bay with dolphins playing in the bay frequently .Conveniently located within a 5 minute walk to Englewood beach or 3 minute drive to famous stump pass state park. Condo is located directly off the elevators on the third floor. Fully furnished 2 bedroom, 2 bath condo with peak views of lemon bay. Condo was completely renovated in 2023. Island has a complimentary shuttle to visit the beach or the beach bar /restaurant's on the island. Our condo is offered at a 20 percent discount due to a late cancellation.

Condo

2 Bedroom 2 bath condo on Manasota Key! Discounted 20 percent!

Englewood, Florida, United States

Bed

Bath

Sleeps

$244.1

Beautiful views overlooking the bay waters from the backyard. 7 minutes away from Manasota beach. Just minutes away from grocery stores and delicious restaurants. Warm mineral springs park just a short 20-minute drive. Englewood is waiting for you at this 3-bedroom house. Step inside to find a beautiful space with 1 king bed and 2 queen beds and 2 full baths. The soothing atmosphere will make you feel right at home. With amenities like heating, AC, your stay will be comfortable and relaxing. Enjoy your time in Englewood at our gem with a view!

A gem with a view! 3-bedroom house on the bay

Englewood, Florida, United States

Bed

Bath

Sleeps

$212.44

Beautiful Villa with 3 private bedrooms. brbrThe master bedroom has a king size bed, private bath, great walk in and direct access to the pool. brbrSecond bedroom one has a queen size bed and the third has a double bed with a single bed above. brbrBeautiful kitchen with hardwood cabinet and large granite counter top with all new stainless steel appliances. brbrDouble living room with leather furniture and all electronic devices for internet and television entertainment. Second living room has a pull out queen bed. brbrLarge private screened pool with a garden table and barbecue.br The pool is fenced in to ensure the safety of children. brbrSituated on salt water canal with direct access to Lemon Bay and the Gulf- with private dock and 10,000 lb. boat lift and a boat shed.

New Listing! The Villa Dolphins: 5 mins to Manasota Beach! Private Pool! Dock!

Englewood, Florida, United States

Bed

Bath

Sleeps

$742.61

Your dream beach getaway awaits at Sunset Beach Retreat on beautiful Manasota Key, one of Florida’s best-kept coastal secrets — just 500 steps from the beach. Known for its uncrowded white-sand beaches, incredible shelling, and breathtaking sunsets, Manasota Key offers a peaceful, authentic island escape away from the crowds of busier destinations.brbrWhether you’re planning a relaxing family vacation, a fun girls’ weekend, or a memorable group getaway, this private coastal retreat offers the perfect blend of comfort, adventure, and resort-style amenities.brbrSpend your days exploring Manasota Key Beach and nearby Stump Pass Beach State Park, a protected nature preserve famous for its pristine shoreline, wildlife sightings, shark tooth hunting, and some of the most beautiful sunsets on the Gulf Coast. Dolphins, manatees, and coastal birds are often spotted just offshore.brbrBack at the home, unwind in your private resort-style backyard designed for relaxation and wellness. Take a dip in the pool, relax in the 5-person infrared sauna, or reset with a cold plunge after a day in the sun.brbrFor guests who love to stay active or explore the island, Sunset Beach Retreat delivers. Enjoy complimentary kayaks, paddleboards, and bicycles, challenge friends on the putting green, or take advantage of the optional 6-person golf cart rental to cruise the island, visit the beach, or explore local restaurants and live music spots with ease.brbrInside, you’ll find a spacious, open layout designed for gathering and comfort, with room for everyone to relax after a day at the beach. With sleeping accommodations for groups, fast Wi-Fi, and all the comforts of home, this retreat is ideal for everything from laid-back beach days to active island adventures.brbrEnjoy nearby beachfront dining, local seafood favorites, and live music, or venture a short drive to Englewood, Venice, Boca Grande, and Sarasota for shopping, fishing charters, and memorable day trips.brbrWhether you’re escaping the cold, celebrating a special occasion, or simply craving time by the sea, Sunset Beach Retreat offers the ultimate Manasota Key experience — steps from the beach, rich in amenities, and designed for unforgettable stays.

Gulf Coast Beach Retreat. Pool & Sauna, Cold Plunge, Short Walk To Beach.

Englewood, Florida, United States

3

Bed