Vacation Home Rentals By Owner In Longboat Key, FL

Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, oversized Restoration Hardware furniture, high-end linens, fully appointed gourmet kitchen, large master bath with Jacuzzi overlooking canal, and more. Whether it's a fun day a day at the beach or dinner and game night with friends, this 2500 sq. ft.-home has everything you need.brbr* Open floor plan with two distinct living areasbr* Large dining room seats 8br* Poolside table seats additional 6br* Premium cable and 4 new Hi-Def flat screen TV's br* Brand new private dock with easy access for all water sportsbr* Kayaks and paddle-boards included

Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach

Longboat Key, Florida, United States

Bed

Bath

8

Sleeps

$142.07

Discover this quaint one-bedroom guest house tucked away in a peaceful corner. Perfect blend of classic charm and modern comforts such as high vaulted ceilings, a modern kitchen; a true getaway! Enjoy the luxury of high speed internet, a reverse osmosis H20 system & brand new washer/dryer in-closet for added convenience. Breathe freely with UV air filtration system. Boat parking & public boat launch nearby! Perfect for 2 lovebirds seeking romance by the beach!

Classic Cottage w/Boat Parking! Steps to Sand!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$265.17

Welcome to Coconut Place: Your Canalfront Paradise!brbrPrepare to be captivated by the stunning Coconut Place, a beautifully designed 3-bedroom, 3-bath canalfront home, expertly managed by FL Vacation Connection. From the moment you arrive, this tropical oasis will leave a lasting impression.brbrAs you step onto the property, you’re greeted by lush, tropical landscaping and expansive decks that offer breathtaking views of the water. The plush green lawn gently slopes down to your very own private dock—perfect for casting a line and reeling in tonight’s fresh catch. The spacious wood deck provides an idyllic spot to sip your morning coffee, lounge with a good book, or simply watch the boats glide by. It’s your front-row seat to paradise, and it might just become your favorite place to unwind.brbrBut wait until you see the pool! This 12 x 20 sparkling inground pool, surrounded by elegant brick pavers, could easily become your go-to spot for relaxation. With both open and covered seating areas, you’ll have plenty of options to soak up the sun or enjoy the cool shade beneath a majestic tree that completes this perfect outdoor retreat.brbrInside, Coconut Place continues to impress with its clean, sophisticated decor. The spacious great room invites you to sink into a brand-new sectional sofa, where the whole family can gather after a fun-filled day. Whether you’re catching up on your favorite TV shows or enjoying a movie night on the flat-screen TV, comfort is key. The adjacent dining area, with seating for four and additional bar stools at the breakfast bar, is ideal for family meals or casual snacks.brbrThe kitchen is a gourmet’s dream, fully equipped to handle everything from quick bites to elaborate feasts. You’ll find everything you need to create delicious meals that you can enjoy in the comfort of your home away from home.brbrEach of the three bedrooms offers its own private ensuite bath, ensuring maximum privacy and convenience. The master suite is a sanctuary, featuring a luxurious soaking tub and a separate shower for a true spa-like experience. Whether you choose the King master, Queen master, or the Twin bedroom, you’re guaranteed a restful night’s sleep.brbrAt Coconut Place, every detail is designed with your comfort and enjoyment in mind. Come and discover the ultimate vacation experience in this canal front haven you’ll have everything you need and more for a truly unforgettable stay.brbrTown of Longboat Key RRR.00203.2023

3brm elevated canal front pool home on North Longboat Key

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$491.55

Located in Longboat Key, enjoy what this 3-bedroom house has to offer. View With 1 full bed and 2 king beds, guests can relax in comfort. The property features amenities like a heat swimming pool with spa, top appliances, hair dryer, AC, heating, WiFi, iron, and a washing machine. The 2 bathrooms are equipped with a hair dryer, shower, jetted bathtub, and bathtub. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Luxury Waterfront Longboat Key Home Steps to Beach

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$210.21

TreetopsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the stunning beauty of Florida's Gulf Coast at this wonderfully positioned home among the palms of Longboat Key. The interior of this home is a thoughtful, light-filled showcase of international decor and furnishings, which the owner - a seasoned world traveler - has collected in her travels across Asia. You'll enjoy a screened-in porch, a sleek, air-conditioned living space, and an enviable location just one block from a secluded beach.brbrWhat's nearby:brWhether you're a beach-goer, an angler, or a snowbird flying south for the winter, you'll find plenty to keep you occupied on Longboat Key. You'll be only one block from a tranquil beach on the Gulf of Mexico. Schedule a morning match at the Longboat Key Public Tennis Center, which maintains 10 clay courts that are available for reservation. You could also rent a boat at Cannons Marina and spend an afternoon birding near Longboat Pass (half a mile north), still making it home in time to catch a spectacular sunset over the Gulf.brbrThings to know:brFree WiFibrFull kitchenbrThis property has a 30-night stay requirement. However, select properties have the flexibility for shorter stays.brbrThe property is managed by Vacasa Florida LLC.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 4 vehicles.brbrDock details: Longboat Key Marina - full-service 291-slip, deep-water marina. brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Tree-lined home w/ amazing decor & screened porch - near beach/dining

Longboat Key, Florida, United States

Bed

Bath

7

Sleeps

$229.9

Welcome to your vacation home! The elevated living space includes a master BR with en-suite bathroom and private balcony; Guest BR with adjacent full bath; Open concept Living-DR-Kitchen which adjacent outdoor deck for dining or relaxing; A laundry room and lots of closet space. The ground floor offers a covered lanai surrounded by tropical foliage with seating and a bbq grill, a circular driveway and a large garage.brbrLongboat Key is a barrier island just north of Sarasota and just south of Anna Maria Island. The home is located on the north end of the island, in a neighborhood that is colloquially known as The Village. You can walk to the quiet beach, the magnificent bay and several great restaurants/bars. It is a peaceful place to relax yet located near enough to world famous St. Armand’s Circle and downtown Sarasota to the south, or to Coquina Beach and Bradenton Beach to the north, both located on AMI. As you will see from or photos it is a beautiful spot on the planet; perfectly located to enjoy both peace and tranquillity and a bit of Old Florida fun. Although this part of Florida makes for a great escape from the cold winters up north, during the off-season (May-November) is really the most special: The crowds are gone, which means the traffic is light, the beaches are nearly empty and the restaurants are not full. The weather is always warm; yes, hot in the summer, but there is always a cooling breeze on the beach and the sea temperatures are so warm you will never want to get out of the water. And of course the days are longer so you have more time to enjoy the sunshine. Speaking of the sun, wake early and watch it rise over the Sarasota Bay and always catch it setting over the Gulf of Mexico. With so much to offer, you can’t go wrong. Look no further, you really have found your perfect getaway.

2 bedroom/2bath private home in Longbeach Village on Longboat Key

Longboat Key, Florida, United States

Bed

Bath

4

Sleeps

$440.18

Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for families and groups seeking a luxurious, yet comfortable retreat by the beach. With three spacious bedrooms and three beautifully appointed bathrooms, this home comfortably sleeps up to eight guests, making it ideal for larger gatherings.brbrbrbrAs you step inside, you’ll be greeted by an open and airy living space that invites relaxation. The master bedroom boasts a plush king-sized bed and a private balcony where you can sip your morning coffee while taking in the serene surroundings. Upstairs, you'll find a cozy bedroom with a full-sized bed, as well as a versatile guest bedroom featuring three single beds and a day bed, perfect for the kids or extra guests. brbrbrThe fully equipped kitchen makes it easy to whip up your favorite meals, which you can enjoy on the private balcony or by the pool. For those who love to grill, the gas grill is ready for your culinary adventures. After a day of sun and sand, unwind in the comfortable den with a sleeper sofa.brbrbrbrFor the active vacationers, this home comes with bikes and kayaks, allowing you to explore the beautiful surroundings of Longboat Key at your own pace. Whether you're biking along the scenic paths or paddling through the calm waters, adventure is always just a step away. And when it's time to hit the beach, you'll be just a short walk or drive away from the pristine shores, where you can soak up the sun, swim in the Gulf, or simply relax with a good book.brbrbrbrWith garage and outdoor parking, you’ll have plenty of space for your vehicles and any beach gear you bring along. This Longboat Key retreat truly has it all—luxury, comfort, and endless opportunities for fun. Book your stay today and start making memories that will last a lifetime!brbrbrbrAccommodations: 3 bedrooms, 3 bathrooms, flex room or 4th bedroom with multi-bunksbrbrbrbrLocation: 723 Marbury Ln, Longboat KeybrbrbrbrAmenities: Short Walk to Beach, Private Pool, Gas Grill, 2 Private Balconies, Bikes, Garage Parking, Kayaks, Boat DockbrbrbrbrBedding: 1 King, 1 Full, 3 Twins, 1 Sleep Sofa, 1 Day BedbrbrbrbrView: PoolbrbrbrbrMinimum Night Requirements: MonthlybrbrbrbrWell trained dogs welcomebrbrbrbrNo parties or events allowed at this property

Pool, Dock & Close to Beach– Florida Fun Starts Here: Marbury Lane LBK by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$747.69

Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living areas with 12 ft ceilings. Views of the canal and sunrise along with the 5 min walk to the beach covers everything most would hope for when staying on Longboat Key.

Longboat Key home on the canal and a 5 minute walk to the beach

Longboat Key, Florida, United States

4

Bed

Bath

8

Sleeps

$406.69

Beautiful home in one of the most desirable areas of Longboat Key. Everything you need for your beach getaway. Walk to private beach access only steps away. Beautiful private pool. Fish from the private dock.

Island Sanctuary

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$211.57

Villa is 15 steps from your own private sugar sand bay beach. Cedars East Resort is a unique vacation getaway nestled within palms and mangrove trees. Enjoy the walk to the pool along cedar plank walking paths throughout the property. Canals and a bay side fishing dock enhance the tropical feeling of this beautiful setting.brbrWith the townhouse setting there is a feeling of privacy and “elbow room” missing at other tightly packed facilities. There is a spacious one-car enclosed garage and plenty of guest parking. This unit is steps away from the mini bay beach where you can launch a kaiak, lounge on a raft, or wade in the crystal clear bay water. Nearby are nature paths and a 32 acre nature preserve with walking trails.brbrFresh accessories, new windows and fresh paint were added in late 2020, and furnished with the help of a professional designer. Newer queen sleeper sofa, love seat, and overstuffed chair in living area with 9 foot ceilings give a spacious, comfortable feel. Our accessories give it a warm, inviting atmosphere: HD TV with Netflux and YouTube TV in living area and bith befrooms. The large great room, dining room, and kitchen are on the main floor along with a half bath. Upstairs there is a large master bedroom with king-sized bed, private bath, and double vanities. The guest bedroom has twin beds with a full bath next door. Sofa in living room converts to a queen bed. A screened lanai with a small bay view is a great place for breakfast in the mornings. Come and enjoy a setting that is family-friendly as well as intimate. Full size washer and dryer near bedrooms. Brand new this season: Fluffy white towels in the master bath and thick coral towels in the second full bath. 4 oversized beach towels new too.brbrArea is perfect for cycling and you'll see many cyclists on the roads and walkways. A bike rental shop is nearby. brbrKeywords: Three story townhouse; only two units per building give privacy, lots of natural light and extra quietness. Enclosed large garage and storage on ground floor; screened lanai off second floor living area; bedrooms on third level. steps to bay beach, 8 min to St. Armand's, close to Anna Marie Island, near down town Sarasota, next key down is Siesta Key Beach, Must visit Ringling Museum (free on Mon) voted Fla #1 attraction. Jungle Garden and Mote Marina also fun for kids. Great shopping /restaurants at St. Armand's circle, and down town Sarasota.

Country Club Long Boat Key Beach Villa 2B 3BA Pool

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$297.26

The Pink Pelican – A Bright Key West-Style Retreat on Longboat KeybrProfessionally Managed by Florida Vacation ConnectionbrbrWelcome to The Pink Pelican, your dream island getaway on the north end of Longboat Key—just steps from the soft white sand and tucked along a peaceful bayou near Longboat Pass. This vibrant, Key West-style home offers the perfect blend of tropical charm, comfort, and convenience for an unforgettable beach vacation.brbrSet across from one of the island’s most beautiful and secluded stretches of beach, this three-story retreat features coastal décor, modern furnishings, and thoughtful amenities throughout. You'll enjoy two garages, a private dock for boating or paddleboarding, and a screened-in pool and lanai—ideal for lounging, entertaining, or cooling off in the Florida sunshine.brbrThe main living area on the second floor boasts an open-concept layout with a bright and cheerful kitchen, a breakfast bar for six, a spacious dining area, and a comfortable living room filled with natural light. Two guest bedrooms and two-and-a-half bathrooms are located on this level as well.brbrHead up to the third floor and discover the private master suite, accessible via a charming spiral staircase or your own private elevator. This spacious sanctuary features a king-sized bed, a luxurious en-suite bath with dual vanities, a walk-in shower, and a relaxing garden tub. Step outside to your private sun deck under a pergola—the perfect spot for your morning coffee or sunset cocktail.brbrWhether you're soaking up the views from one of the balconies, floating in the pool, walking to the beach, or watching wildlife from the dock, The Pink Pelican makes it easy to embrace the laid-back luxury of island life. Dolphins, manatees, and a variety of coastal birds are frequent visitors in this tranquil setting.brbrLocated on Florida’s Gulf Coast just outside Sarasota and an hour south of Tampa, Longboat Key is known for its pristine beaches, fine dining, and relaxed sophistication. You’ll be just minutes from the boutique shops and restaurants of St. Armands Circle, and within easy driving distance of cultural attractions, galleries, live theater, and even theme parks like Busch Gardens (1 hour) and Disney World (2.5 hours).brbrProfessionally managed by Florida Vacation Connection, you can rest easy knowing your stay will be seamless from start to finish. Your perfect island escape begins at The Pink Pelican—where sunsets, serenity, and seaside memories await.brbrRRR-01284.2025

The Pink Pelican- 3 bedroom with pool and dock.

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$1781.81

Escape to your own private island paradise! This spacious waterfront home sleeps up to 15 guests and offers the perfect mix of relaxation and fun.brbrbrFEATURESbrbr5 Bed, 5.5 BathbrPanoramic Water ViewsbrPrivate PoolbrPrivate BeachbrWater SportsbrFully stocked kitchenbrPrivate Pool and Hot TubbrExpansive Outdoor for Lounging & DiningbrbrAdventure awaits with complimentary kayaks, fishing off the dock, and endless water views from nearly every angle.brbrPRIME LOCATIONbrbrTucked away on Jewfish Key, this private island retreat is accessible only by boat. You’re just minutes by boat to Bradenton Beach Marina, Mar Vista, Shore, and other top waterfront restaurants.brbrWHY YOU'LL LOVE ITbrbr✔ Each bedroom features a private ensuite bathroombr✔ Private dock access for boats and jet skisbr✔ Surrounded by water views and island naturebr✔ Strong Starlink WiFi and Sonos sound systembr✔ Boat to nearby dining, shopping, and entertainmentbrbrROOM FOR EVERYONEbrbrFive (5) thoughtfully designed bedrooms, each offering comfort and privacy. Every bedroom includes its own ensuite bath for a relaxed, hotel-style experience.brbrCHEF-READY KITCHENbrbrFully stocked kitchen featuring stainless steel appliances, quartz countertops, and all the essentials — from cookware and dinnerware to a coffee maker for slow island mornings.brbrRELAX IN STYLEbrbrGather in the open-concept living and dining area, where comfort meets coastal design. Stream your favorite shows on the Smart TV, connect to Starlink WiFi, or play your favorite playlist through the Sonos sound system that fills the home with music.brbrBook your private island getaway today. brbrGUEST ACCESSbrThe property is accessible only by boat. Please note that you have to book your boat arrangements by yourself before going here.brbrRecommendation: Ben’s Boat Rentalbrhttps://bensboatrental.com/br• up to 10 personsbr• 2–3 days: $350/daybr• 4–7 days: $300/daybr• 8+ days: $275/daybr• Guests must refill fuel after usebr• Parking for up to 2 cars at 7018 Palm DrivebrbrDocking stations:brHome DockbrMost convenient spot with water and power hookups..brBe mindful of low tides.brbrIsland MarinabrLocated in the community marina, must use the designated outlined space.brIdeal for larger boats.brNo power or water connections.brbrPrivate Captain ServicesbrbrWhile we are not allowed in this app to share any links or contact numbers until your booking is confirmed, you can easily find them on Google if you’d like to check out their options.brbrOnce you've booked we can share with you our full guidebook with recommendations. brbrNOTE: 7018 Palm Drive is only available when renting through Ben’s Boat Rental and there isn’t designated parking for the home otherwise.brbrGETTING AROUNDbrThe island has no cars. It’s walkable via a dirt path connecting all homes. Flashlights help for evening walks.brbrThere’s a common dirt road running through the island. Great for exploring or getting around on foot.brbrFeel free to use available amenities such as paddleboards, outdoor seating, and the fire pit.brbrJEWFISH GUEST SERVICES: brMake your island stay effortless with optional boat transportation, grocery delivery, and fishing charters.brbrFishing Charters (up to 6 guests):brHalf Day Inshore: $600brFull Day: $1,200brbrGrocery Boat Delivery:brPublix (Anna Maria Island only)brGuests place order; we deliver to the home (not unpacked)br$325 per deliverybrbrBoat Transportation:brDock transfers (1-hour notice): $65 per tripbrLast-minute transfers (under 1 hour): $95 per tripbrGuest & luggage transport (up to 2 hours): $400brbrBoat Service:brHalf Day: $450brFull Day (8 hrs, unlimited nearby trips): $900br brPlease contact Captain Ryan Killoran to schedule your fishing charter.brbrFor all other services please contact Tyler Hershberger. brbrNEARBY DININGbr(Note: There is no food options on the island.)brbr• Shore – 5 mins.br• Mar Vista – 5 mins.br• Whitney’s – dock at Palm Dr., 5-minute walkbr• Starfish Market – 10 minutes (cash only, great for fresh seafood)br• Tide Tables and Seafood Shack – nearby favoritesbr• Bridge Street – public boat parking, restaurants, shops & mini-golfbr• Marina Jack’s – 15–20 mins. to downtown SarasotabrbrWHAT TO BRINGbrswim shoes, waterproof bag, extra lifejackets, flashlights, binoculars, sunscreen, bug spray, and basic paper goods.brbrRRCR#- RRR-00784.2025

Private Island Oasis

Longboat Key, Florida, United States

5

Bed

5

Bath

15

Sleeps

$3009.49

Welcome aboard! The Ship House is one-of-a-kind 2,400 sq. ft. waterfront retreat on Jewfish Key, a private 38-acre island near Longboat Key. Fully renovated in 2025 to resemble an 18th-century sailing ship. This unique home offers luxury, comfort & privacy for an unforgettable island getaway.brbr- Sleeps up to 13 guests with 4 themed bedrooms & 3.5 bathsbr- Private Captain’s Quarters with ensuite bathbr- Expansive decks and water views from every anglebr- Fully equipped kitchen and modern amenitiesbrThe spacebrPRIME LOCATIONbrbrTucked away on Jewfish Key, this private island retreat is accessible only by boat. You’re just minutes by boat to Bradenton Beach Marina, Mar Vista, Shore, and other top waterfront restaurants.brbrWHAT YOU'LL LOVEbrbr✔ 4 bedrooms, 3.5 bathrooms and 2 additional twin beds to sleep a total of 13br✔ Open loft-style layout with tons of natural lightbr✔ Outdoor tub with hot and cold waterbr✔ Spacious deck and outdoor seating areasbr✔ Perfect for family vacations, friend trips, and group getawaysbrbr✔ Private dock access for boats and jet skisbr✔ Private island location surrounded by water viewsbr✔ Strong Starlink WiFi and Sonos sound systembr✔ Boat to nearby dining, shopping, and entertainmentbrbrOPEN LOFT LIVINGbrThis spacious 4-bedroom, 3.5-bathroom island home is the perfect place to relax, recharge, and make lasting memories with family and friends. Inside, you’ll find bright, airy spaces with high ceilings and an open loft layout that brings everyone together.brbrPRIVATE LOCATIONbrLocated on a private island surrounded by calm waters, this home combines laid-back coastal living with a unique open design.brbrLARGE KITCHENbrThe large kitchen is perfect for cooking group meals, while the living area makes for a great spot to unwind after a day on the water.brbrWATER VIEWSbrStep outside and take in the views from every angle. Enjoy morning coffee on the deck, watch the sunset over the water, or gather for a barbecue under the stars. Whether you’re kayaking, lounging, or just soaking up the island vibes, this home has everything you need for a fun and easygoing getaway.brbrBook your private island getaway today. brbrGUEST ACCESSbrThe property is accessible only by boat. Please note that you have to book your boat arrangements by yourself before going here.brbrRecommendation: Ben’s Boat Rental brhttps://bensboatrental.com/br• up to 10 personsbr• 2–3 days: $350/daybr• 4–7 days: $300/daybr• 8+ days: $275/daybr• Guests must refill fuel after usebr• Parking for up to 2 cars at 7018 Palm DrivebrbrDocking stationsbrFront Dock – Best for smaller boats (includes 2 jet ski lifts).brRear Dock – For larger boats, with designated docking spots.brbrWhile we are not allowed in this app to share any links or contact numbers until your booking is confirmed, you can easily find them on Google if you’d like to check out their options.brbrOnce you've booked we can share with you our full guidebook with recommendations.brbrNOTE: 7018 Palm Drive is only available when renting through Ben’s Boat Rental and there isn’t designated parking for the home otherwise.brbrGETTING AROUNDbrThe island has no cars. It’s walkable via a dirt path connecting all homes. Flashlights help for evening walks.brbrThere’s a common dirt road running through the island. Great for exploring or getting around on foot.brbrFeel free to use available amenities such as paddleboards, outdoor seating, and the fire pit.brbrJEWFISH GUEST SERVICES: brMake your island stay effortless with optional boat transportation, grocery delivery, and fishing charters.brbrFishing Charters (up to 6 guests):brbrHalf Day Inshore: $600brFull Day: $1,200brGrocery Boat Delivery:brbrPublix (Anna Maria Island only)brGuests place order; we deliver to the home (not unpacked)br$325 per deliverybrBoat Transportation:brbrDock transfers (1-hour notice): $65 per tripbrLast-minute transfers (under 1 hour): $95 per tripbrGuest & luggage transport (up to 2 hours): $400brBoat Service:brbrHalf Day: $450brFull Day (8 hrs, unlimited nearby trips): $900br brPlease contact Captain Ryan Killoran to schedule your fishing charter.brbrFor all other services please contact Tyler Hershberger. brbrNEARBY DININGbr(Note: There is no food options in the island.)brbr• Shore – 5 mins.br• Mar Vista – 5 mins.br• Whitney’s – dock at Palm Dr., 5-minute walkbr• Starfish Market – 10 minutes (cash only, great for fresh seafood)br• Tide Tables and Seafood Shack – nearby favoritesbr• Bridge Street – public boat parking, restaurants, shops & mini-golfbr• Marina Jack’s – 15–20 mins. to downtown SarasotabrbrWHAT TO BRINGbrswim shoes, waterproof bag, extra lifejackets, flashlights, binoculars, sunscreen, bug spray, and basic paper goods.

The Ship House

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$495.04

Minimum 2 week stay required. There is a non refundable pet fee of $250.brbrIn lieu of a damage deposit, guests will be charged a fee of $14.00 a night to cover any damages up to $3,000.brbrCharming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for the gourmet chef in you all. Outdoor living could be your everyday enjoyment while sipping wine by your private heated pool and on cool nights curl up at the fire pit. If you would like to use bicycles during your stay, please let us know and we would be more than happy to help!brThere must be a minimum of (2) adults overbrthe age of 30 as named tenants. We do not lease to young adults without adults over the age of 30 on the premises.brbrIn lieu of any damage deposit, guests will be charged a fee of $15.00 a night to cover any damages up to $3,000 .

Waterfront Oasis: Private Heated Pool, Fire Pit & Gourmet Kitchen - Near Beach!

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$229.72

RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #243A Features: Hotel room in the Green BuildingbrbrbrbrBedding: 1 QueenbrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$303.21

Beach cottage on a double lot with fenced yard on Long Boat Key Barrier Island. This 3 bedroom two full bath 50s ranch was restored 3 years ago (and repainted in 2023) including new pool, pool deck, windows, bathrooms, kitchen with granite counter tops, outside hot and cold shower and more. This private house is about 400 feet to our private deeded Gulf beach. Local restaurants and market around the corner. Drive South 20 minutes to St. Armand Circle for bars and shopping. Head North 7 minutes to Anna Maria night life. Watch the sunrise over the Inter-coastal on Jungle Queen and then bring your cocktails to enjoy sunset on miles of unspoiled Gulf beach just across the street. Tennis, golf, bike path, fishing nearby. Jungle Queen includes a grill, a deck for grilling under the shelter of the sea grapes, Roku and smart tv's, sound bars and wifi.

Beautiful private beach and backyard pool at our restored Old Florida house!

Longboat Key, Florida, United States

Bed

Bath

4

Sleeps

$471.67

ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighborhood. Enjoy the nearby pristine and serene beach, local park, kayaking and finest restaurants. Perfect for couples looking for privacy in splendid, tropical surroundings with resort style amenities. This immaculate home prefers longer rentals to guests who share a passion for refined taste. Your private oasis features a hot tub, heated pool, elevator, free wifi & garage.

BOOK NOW - BEAUTIFUL HOME NEAR BEACHES

Longboat Key, Florida, United States

Bed

Bath

Sleeps

$585.18

This stunning property is a large two-story home on Longboat Key with private deeded beach access, pool, hot tub, dock, and canal. The beach path houses a box with chairs and beach toys reserved for this property, as well as there is a beach wagon provided if additional beach toys and supplies are needed on the beach. The heated pool is private with chaise lounges, chairs, dining area, grill, pool toys, and a hot tub. brAn expansive paver patio stretches the length of the back of the house along the canal with areas for sitting and eating. The dock can secure a boat and nearby marinas rent boats for visitors. There is also a garage for guests. brThe house has four porches, one overlooking the lush back area and canal; the front porch overlooking the front garden; the side porch faces the pool and houses a dining table and chairs, and the upstairs porch extends from the master bedroom overlooking the pool from the second story. This upstairs porch has a hammock, and seating area. .brThe downstairs features a spacious 22-foot ceiling living room with two sets of French doors that open to the back porch. A fireplace and baby grand piano mark the front entryway downstairs. There is a separate office, TV room, and full bathroom.brThe kitchen has every desirable amenity and two French doors that open to the side porch with table and chairs and grill. There are two tables and seating arrangments at either end of the large kitchen, which includes an island and bar for seating. The dining area seats 12 people, plus the 3 stool bar. brUpstairs there are three bedrooms and two baths. Two bedrooms share a full bath in a separate wing. One bedroom has a queen size bed with a window seat and the other bedroom has a twin bed with French doors overlooking the back tree-lined canal. brThe master bedroom has a king size bed, French doors that open to a private porch, and another French door that overlooks the back canal. There is an attached full bath with both a tub and separate shower.brThe house is fully equipped with all supplies needed, including towels for both the home and beach; kitchen and picnic supplies, propane grill, board games, and household supplies.br

Beautiful Beach Island Home

Longboat Key, Florida, United States

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$329.49

*Calendar not always updated. Messege me for specific dates. Newly renovated 3/2 across the street from Gulf of Mexico Drive. Walk or bike to some of the best restaurants on LBK. Harry's, Euphemia Hay, Lazy Lobster all less than a mile. Six-7 minute walk to beach. The house has all new furniture and has been completely updated. Open concept. All bedrooms have TV, room darkening shades and very comfortable mattresses. Beautiful outdoor screened in porch with TV and grill, dining room table and ping pong table. Tenant also has full access to Cedar's Racquet Club across street with pool, tennis courts, pickle ball courts, gym and free bike rental. Fully furnished. Kitchen is fully stocked with everything you will need to cook, bake, entertain. Perfect for small family or two couples. Fenced in backyard so dogs welcome.

DOG FRIENDLY and PERFECT LBK LOCATION

Longboat Key, Florida, United States

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