Home Vacation Rentals By Owner In Englewood, FL

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$791.78

/ Nightly
Private Vacation Home

Family & Friends retreat - 50 steps to uncrowded beach w/ 4 King beds & 4 baths

Englewood, Florida, United States

Welcome to Sunrise & Sunset Palms (both sides included)! Only 50 steps until your toes are in the sand to watch the beautiful sunset over the turquoise waters of Gulf of Mexico. This newly remodeled 4 bed 4 bath raised townhouse duplex is a perfect place to relax. Comfortably sleeps up to 14 with 4 king beds, 2 single beds, and 2 queen pull out couches in the living rooms. Cozy sheets and towels along with a fully equipped kitchen makes your stay comfortable.brbrStep inside this RAISED TOWNHOME duplex and be welcomed by a light, breezy coastal interior design that perfectly complements the surrounding paradise. You have rented the entire duplex, so the description below will apply to both sides were are included. brbrOn the MAIN FLOOR, large windows bathe the living room with PULL-OUT QUEEN COUCH, dining room, and open kitchen in natural light, which blends the indoor and outdoor living experience. The fully stocked kitchen, including a coffee bar with a Keurig and drip coffee pot, ensures convenience and comfort for your mornings in paradise. brbrOn the TOP FLOOR find the spacious 2-KING BEDROOMS, one with an extra TWIN, which offer generously sized rooms for your family's comfort. Each bedroom is adorned with comfortable linens that invite restful nights and leisurely mornings. Imagine waking up to the gentle lull of waves right outside your bedroom window. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Your family will cherish the joy of being so close to the water, allowing for spontaneous beach outings and unforgettable sunset strolls.brbr2 FULL MODERN BATHROOMS complete the home; one bathroom on the top level with the bedrooms, and one bathroom on the main floor. The interior of this home is designed for both comfort and elegance. Picture family gatherings in the open living spaces, with large windows allowing natural light to flood the rooms, creating a warm and inviting atmosphere. Plus, all your vacation needs are covered, including linens, towels, beach towels, beach chairs, and even sand toys for endless beach adventures.brbrThe thoughtful design of this home embraces the coastal aesthetic, with tasteful decor that reflects the serenity of the beach. From the moment you enter, you'll feel the harmonious balance of comfort and style, making every moment spent indoors as delightful as the sun-soaked days on the nearby shore.brbrElevate your beach side living experience with 2 INVITING BALCONIES in the left unit and 1 INVITING BALCONY in the right unit. Imagine savoring meals al fresco with your family, feeling the ocean breeze tousle your hair while being serenaded by the soothing sounds of the waves. These balconies provide the perfect vantage point to soak in the coastal atmosphere and create cherished family moments against the backdrop of palm trees.brbrBut the outdoor delights don't end there. A WARM OUTDOOR SHOWER awaits, offering a refreshing way to rinse off the sand from your day at the beach. And for those evenings when the aroma of a BBQ beckons, you'll be delighted to find a GRILL in the back space. brbrThis home's proximity to the beach ensures that your children can build sandcastles, play beach games, and explore the wonders of the shoreline—all just a few steps from your doorstep. The coastal breeze, combined with the mesmerizing sound of waves, provides a natural symphony that enhances the overall sense of tranquility.brbrThis raised townhome offers an unparalleled coastal lifestyle. Embrace the outdoor allure, where every moment becomes an opportunity to connect with nature and create lasting memories with your loved ones.
Bed 4

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Bath 4

Bath

Sleep 14

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Exceptional(2)

$115.71

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Mobile Home

Spacious 3BR/2Bath home on a canal in Paradise!

Englewood, Florida, United States

Enjoy boating, fishing and south Florida beaches on the Gulf only 10 minutes away! Then relax at this peaceful getaway on the canal. Deck, dock & kayaks are in your backyard. This spacious home is in a friendly neighborhood next to a forest preserve & county park with hiking, biking, playground, swimming, pickleball, tennis, disc golf, and more nearby. Many amenities like fully loaded modern kitchen, wi-fi, Roku TV, bar, grill & more!  Only 10 min. from Boca Grande & 20 min. from Venice Beach.brbrFrom the inside, views of the canal and forest preserve are spectacular, especially from the large Florida room! You may even see a tortoise or white heron in your front yard. Relax in a beautiful king size bed with a view of the canal and plenty of storage for clothes including a walk-in closet. Large, open living room, spacious dining area and fully loaded kitchen with all the amenities (stove, microwave, coffee maker, toaster, blender, etc.).  Separate laundry area has washer and dryer.  brbrThere is a screened in patio in the back next to a bar and grill, and tables available for indoor or outdoor dining with a beautiful view of the canal.  Or relax on lounge chairs on the large deck which also overlooks the canal.brbrThere is a large dock available too! Guests are allowed to tie off their personal or recreational vessels under 20' in length to the dock with their own ropes. The boat lift is not allowed for guest use.brbrOur home is in a quaint, safe neighborhood with very friendly neighbors - all have access to the canal in their backyard, and the county park / forest preserve across the street.  It has miles of hiking/biking trails, disc golf, and a 10 minute walk to a public pool, tennis courts, playground, picnic areas, and even a skate park!  A 10-minute drive or boat ride brings you to many restaurants, beaches & shopping including a large grocery store (Publix or Winn-Dixie or Walmart), gas stations, and many other conveniences.  Canal in the backyard is only a 10 minute boat ride from Manasota Island and the Gulf of Mexico.  Also great for kayaking and fishing!brbrEnglewood is a non-commercialized beach town with many cute restaurants right on the inter coastal waterways leading to the Gulf of Mexico. This is a popular fishing destination as well, known for Tarpon and many manatees. There are several islands to drive to with bridges including Boca Grande Island and Manasota Island right off Lemon Bay.  There's lots to do and explore, but without all the traffic, people and prices like a touristy town.  Be sure to check out the great shopping and restaurants in the Dearborn Street area!brbrManasota Island, Englewood Public Beach and Stump Pass State Park are a 15 min. boat ride or 10 min. drive by car. And only a 20 min. drive to Boca Grande (Gasperilla) Island. You can kayak right to Lemon Bay and the Gulf from the canal, or go to the Island or Beach, or the State Park. There are many other beaches and islands to see including Venice beach, 20 min. away, Sarasota & the famous Siesta Beach 40 min. away and Fort Myers Beach 60 min. away.  The Sarasota Bradenton International Airport is only 40 min. away, and the Punta Gorda Airport is only 35 min. away.
Bed 3

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Bath 2

Bath

Sleep 8

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$358.4

/ Nightly
Private Vacation Home

Manasota Key Beach House, Beautiful Private Residential Beach, Heated Pool opt

Englewood, Florida, United States

Newly completed renovation, this home awaits your arrival. With only 150 steps to the Gulf's azure sea and newly replenished sandy beach, you will reset and restore your soul. Your vacation will be all about relaxation and being grateful for the day. brbrThis beautiful island home features a resort style floor plan. It has a main building with king master bedroom, en suite (double sink) bath, a loft style bedroom, a second bath (with shower), fully equipped kitchen, dining area and living room. Across the lanai (pool area), you will find another buliding with a queen master bedroom efficiency with & en suite bath. brbrAlthough the lovely beaches and nearby attractions are a very strong draw, you may decide to spend your time thoroughly enjoying the comfort of this inviting home. Its' high ceilings & feeling of spaciousness, the refreshing crystal clear heated pool and just about every creature comfort will put you at ease and possibly convince you to remain at the house for the day and consider the next day 'a beach day.'brbrWhy Manasota Key Being from Rhode Island, the Ocean State, my family and I have come to develop the need to be near the water. We had heard about Englewood through a friend and decided to look into this place that was described as being 'Old Florida.' The thought of finding an ideal place to vacation and eventually reside was enticing. After just one visit, we knew this island was what we'd been looking for for years. The beautiful, unspoiled surroundings and very friendly locals all played a part in our decision to become Gulf residents. brbrIt didn't take long before we found this beautiful house close to the Gulf waters in March of 2011. This home has a feeling to it that needs to be experienced to understand. If a house could have a heart and soul, you would want this house to be your best friend. I hope you find the time to come to the beach and relax. brbrAll the best to you,brbrNancy
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(94)

$155.1

/ Nightly
Villa

Waterfront Paradise Bay wows guests with stunning Bay View!

Englewood, Florida, United States

On desirable Manasota key located on Blue Island Inn's main floor, “Paradise Bay” studio dazzling Bay views! 2 queen beds; kitchenette; dining set; bathroom. Enjoy “Lemon Bay Beach” out back. Quiet island street. low-key vacationers. Free Wi-Fi.1 car parking spot. Free use 2 kayaks. 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 reliable maintenance team live close by if an issue comes up. We provide very thorough Guest Welcome information with lots of helpful house & area information - please be sure to review to maximize your vacation experience.brbrIn prime Manasota Key location, Blue Island Inn has spectacular water views of gorgeous Lemon Bay from our suites so you might never want to leave! Enjoy our cute “bay-front beach” right out back.brbr Picturesque Blind Pass Beach, Englewood Beach, Free Beach Yoga, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based). Many of the popular local restaurants on the Key have live tropical music and great island vibe. brbrbrGuests have access to your waterfront studio with private entrance; 2 queen beds; kitchenette; new smart TV; bistro table set; bathroom; open air Patio set. Paradise Bay is located on first floor of Blue Island Inn (enter through French doors at center) brEnjoy the Inn’s common areas with lots of free amenities. brbrIt is part of the popular Blue Island Inn on a quiet, safe, relaxing nice island street on Manasota Key. You will receive your own door 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!br- --Pool is heated in winter months from December 1 to April 1 brbr***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.brbrCar rentals are the best, easiest, most reasonably priced way to get to and from Manasota key. brOur guests often like to use Stumpy's Free Ride - a tip-based shuttle service to get around easily on the Key. brbrbrbrFREE AMENITIES GALORE!br brEach of our places has a free high-speed 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. brbr***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.brbrFree shared use of swimming pool, Bay-front beach area, Fishing Dock, outdoor seating, outdoor Ping-Pong table, and self-serve Tiki Bar area.br--Pool is heated in winter months from December 1 to April 1 brbr Free shared use of our 2 kayaks (for age 21 & up) to explore picturesque Lemon Bay. Dolphins often spotted. br Picturesque Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)brbrFree 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!
Bed 2

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Bath 1

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Sleep 6

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Exceptional(2)

$311.9

/ Nightly
Private Vacation Home

Heated Pool Oasis - Walk to Restaurants & Bars

Englewood, Florida, United States

Summary:brbr❤️This listing to save for later!brbrbrbrWelcome to Pineapple in Paradise a tropical getaway where old Florida charm meets modern luxury. This newly remodeled home features two private living spaces, a sparkling pool, and a fenced backyard with a bar. Perfect for families, couples, or friends to relax, unwind, and make unforgettable memories under the palms.brbrbrbr Send us a message to book your vacation.brbrbrbrThe Space:brbrFrom the moment you arrive at Pineapple in Paradise, you feel like you’ve discovered your own slice of old Florida charm wrapped in modern comfort. You’ll drop your bags, kick off your shoes, and wander out back to the sound of palm leaves and the sparkle of your private pool. The bar is stocked, the grill is ready, and the pergola calls you to unwind with a drink in hand as the sun melts into the horizon. (We can take care of stocking your fridge, just ask!)brbrbrbrYou’ll have room for everyone here, two fully equipped living spaces make it perfect for families or friends traveling together. Downstairs, you’ll find a cozy king and queen bedroom, a full kitchen, and a game-ready living room with a 75” Smart TV and PlayStation 5. brbrbrbrUpstairs, another queen bedroom and lounge space await, giving everyone a place to spread out and relax.brbrSleep comes easy on brand-new mattresses wrapped in soft linens, and mornings begin with coffee brewed in your choice of pot or Keurig before heading out to explore. brbrbrbrDearborn Street’s local cafés are just half a mile away, and Englewood and Manasota Key beaches are only minutes from your door — complete with a Boca Grande bridge pass included.brbrbrbrSpend your days paddle boarding, biking, or lounging poolside with the kids and pups, the home is both family- and pet-friendly, complete with a Pack ’n Play, high chair, and beach toys. When you’re ready to wind down, stream your favorite shows, play a few games, or gather outside under the pergola lights for one last toast to paradise.brbrbrbrAt Pineapple in Paradise, every detail is designed for connection, comfort, and that unforgettable Florida feeling , where life slows down, laughter lingers, and every moment feels like vacation. ☀️brbrbrbrGuest Access:brbrGuests have full access to the entire property including downstairs of the home, the private pool and all outdoor/backyard amenities and upstairs apartment.brbrbrbrBoat/Trailer parking is available on-site for your convenience.brbrbrbrOther Things to Note:brbrPet Fees- $35 Pet Fee - Per Pet/Per Night (No Size Limit)brbr(Capped @ $250/per pet for up to 30 days!)brbrbrbrThe fee will be requested through Airbnb after booking.
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(7)

$306.59

/ Nightly
Private Vacation Home

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Englewood, Florida, United States

Enjoy the best of Florida’s Gulf Coast at this newly remodeled 3-bedroom, 2-bath home with a screened-in pool, private boat dock, and plenty of parking. Just minutes to Englewood Beach and close to golf, dining, and boat-friendly hotspots, this waterfront getaway has everything you need for a relaxing, adventure-filled vacation.brbrWhy You’ll Love Itbr• Newly updated interior with open-concept layoutbr• Private boat dock on Godfrey Creek with Gulf accessbr• Just 6 minutes to Englewood Beachbr• Ample parking for cars, trailers, or boatsbrbrSleeping Arrangementsbr• Primary Bedroom: King bed, ensuite with tub/shower combobr• Guest Bedroom 1: Queen bed, large flat-screen TVbr• Guest Bedroom 2: Twin-over-full bunk bed, smart TVbr• Second full bathroom with walk-in showerbrbrOutdoor Highlightsbr• Screened lanai with private pool (heating optional)br• Outdoor dining table and separate lounging areabr• Gas grill and fire pit for evenings under the starsbr• Three kayaks and bikes ready for adventuresbr• Direct water access for boating, fishing, or kayakingbrbrInterior Comfortsbr• Large living room with flat-screen TV and board gamesbr• Sunroom with two cozy seating areas and water viewsbr• Built-in desk space for remote work or email check-insbrbrKitchen & Diningbr• Fully equipped kitchen with stainless steel appliancesbr• Granite countertops and breakfast barbr• Dining area with seating for sixbrbrIncluded Home Essentialsbr• Central A/C and fast Wi-Fibr• Full-size washer and dryerbr• Linens, towels, and starter toiletries providedbrbrNeighborhood Perksbr• 6 minutes to Englewood Beach and Stump Pass State Parkbr• Close to pickleball courts, golf courses, and boat-up diningbr• 20 minutes to Boca Grande for sandbars and world-class fishingbrbrAccess & Parkingbr• Driveway fits multiple vehicles and trailer parkingbr• Easy access to dock and boat launch areabrbrWhether you're docking your boat, relaxing poolside, or heading out to explore the coast, this spacious and stylish home is the ultimate Gulf Coast base — book now with Gulf Coast Vacations!
Bed 3

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Bath 2

Bath

Sleep 6

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$272.14

/ Nightly
Private Vacation Home

Dolphin Family Tides - oversized lot with privacy, walk to beach

Englewood, Florida, United States

Welcome to Dolphin Family Tides, a charming retreat nestled on almost an acre of land in the serene neighborhood of Manasota Beach, Englewood. This delightful home offers a perfect blend of comfort and convenience, making it an ideal getaway for families seeking a relaxing beach vacation.brbrDolphin Family Tides features three spacious bedrooms, including a king-sized bed in the master suite and a cozy queen-sized bed in the second bedroom, and newly renovated third family bedroom, accommodating up to 7guests comfortably. With two well-appointed bathrooms, your family will have plenty of space to unwind after a day of sun and surf.brbrThe property boasts a lovely garden view, providing a tranquil backdrop for your stay. Enjoy the pool on warm days or take advantage of the outdoor lanai for al fresco dining and relaxation. Inside, the home is equipped with modern amenities, including a fully stocked kitchen with a refrigerator, oven, microwave, and coffee maker, perfect for preparing meals together.brbrThe living area is designed for comfort, featuring a private living room with a television for entertainment. Additional amenities include air conditioning, heating, and essential safety features such as smoke and carbon monoxide detectors. For families traveling with little ones, the large yard is perfect for running and playing.brbrLocated just a short distance from the beautiful beaches of Englewood, guests can easily explore nearby attractions, including local shops, restaurants, and outdoor activities. Whether you're looking to relax by the water or embark on an adventure, Dolphin Family Tides is the perfect home base for your vacation.brbrDon't miss out on this fantastic opportunity to create lasting memories at Dolphin Family Tides. Book your stay today and experience the best of Manasota Beach!
Bed 3

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Bath 2

Bath

Sleep 7

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Exceptional(1)

$83.78

/ Nightly
Condo

8 Mi to Beach w/ Pool Access: Englewood Condo!

Englewood, Florida, United States

55+ Community | Community Pool | Near Golf Courses | 1st-Floor Unit | New AppliancesbrbrDelight in the quiet of this 2-bedroom, 2-bath vacation rental in Englewood, FL. Enjoy afternoons with a dip in the community pool or a game of pickleball. Savor every meal in the private outdoor dining area after a day of combing for seashells at Blind Pass Beach or golfing at Oyster Creek Golf Club. This condo is a haven for those seeking an active yet serene getaway.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbrbrCOMMUNITY AMENITIESbr- Outdoor pool (depth 3'-6')br- Tennis & pickleball courtsbr- Bocce ballbr- Clubhousebr- Grill area, walking pathsbrbrOUTDOOR LIVINGbr- Screened patio w/ dining area & seatingbr- Front porchbrbrINDOOR LIVINGbr- Flat-screen TVbr- Shower/tub combobr- Laptop-friendly workspacebr- Ceiling fansbrbrKITCHENbr- Electric stove/oven, new dishwasherbr- Keurig & drip coffee makersbr- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- Trash bags/paper towelsbr- Dining tablebrbrGENERALbr- Central heating & A/Cbr- Washer/dryer (new), laundry detergent, iron/boardbr- Linens/towels, complimentary toiletries, hair dryerbr- Free WiFibrbrACCESSIBILITYbr- Single-story condo on 1st floorbr- 3 steps required for accessbr- Walk-in shower w/ grab barsbrbrFAQbr- Quiet hours (beginning at 8:00 PM)brbrPARKINGbr- Reserved space (1 vehicle)brbr-- THE LOCATION --brbr- Peaceful 55+ community located near marinas & world-renowned fishing & beaches br- Close to restaurants & golf coursesbr- 8 miles to Englewood Beach & Playgroundbr- 11 miles to Blind Pass Beachbr- 3 miles to Don Pedro Island State Parkbr- 2 miles to Cape Haze & Palm Harbour Marinasbr- 27 miles to Punta Gordabr- 66 miles to Southwest Florida International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No parties or large gatheringsbr- While this property is located in a 55+ community, guests at least 25 years or older can book a stay. We ask that you please respect the community rules and quiet timebr- Please observe quiet hours beginning at 8:00 PMbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo is located on the 1st floor and requires 3 steps for access
Bed 2

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Bath 2

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Sleep 4

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Exceptional(2)

$580.4

/ Nightly
Private Vacation Home

NEW! Palm Island with private pool, garage, screened porches, dock, 2 kayaks

Englewood, Florida, United States

brI have been an owner of VRBO properties on Palm Island for over 20 plus years. Check out my other listings for my reviews. ID # 591241, # 2831717 and ID # 1592610. This is a new member of the family. I am committed to providing the best possible experience during your stay. I will offer personal recommendation, ensure spotless accommodations and am available for any needs that arise. brbrUnwind on Palm Island at this welcoming house. With 3 bedrooms including 1 king bed and 2 queen beds, guests will feel right at home. Master suite overlooks the sunset skies on Kettle Harbor, a beautiful lagoon view. , multiple screened porches. Huge kitchen with double ovens, sub zero fridge. Salt water pool, outside shower.br Deep water dock for boats with no bridges to the Gulf and ICW. Dock has water and electric. Swim ladder at dock. Launch spot for kayaks. Pool has child safety fence, just ask and we can provide this, formal dining room, gas fireplace.brCeiling fans, garage parking for 2 cars and golf cart.brBeautiful landscaping.brbrPalm Island is ONLY accessible by car ferry or private boat. brbrPalm Island Transit runs the car ferry. Check out the website for the ferry to see current rates and ferry times.brbrThe island has a restaurant and bar.brbrWalmart, Publix and Home Dept are only a 1-3 mile drive from the mainland ferry side.brbrUnlike other Florida beaches with high rise buildings and traffic, Palm Island is seven miles of quiet, uncrowded beaches, lush wilderness and seclusion. brbrEven a short walk in the beach can feel like a treasure hunt with the bounty of shells, and shark's teeth.brbrThe fishing is world class! brbrSoak up the sun on our bath-like waters of the Gulf of Mexico, explore by kayak or stand up paddle board. We provide both free of charge.
Bed 3

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Bath 3

Bath

Sleep 6

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