34228, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 4

$364.37

Bright 2BR Condo – Cedars East #607 by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public, it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #607 Accommodations: Recently remodeled 2-bedroom, 2-bathroom town home with preserve views from your private lanaibrbrbrbrUnit Amenities: Wireless Internet, Full-size Kitchen, Washer/Dryer in Unit, Private Lanai, Fitness Facility, Community Pool, Pets Considered, Beach Access (A Short Distance Away).brbrbrbrLocation: 607 Cedars CourtbrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King, 2 Twins, RollawaybrbrbrbrMinimum Night Requirements: Minimum Stays ApplybrbrbrbrPet Policy: No Pets Allowed

2

Bed

2

Bath

8

Sleeps

$445.07

/ Nightly

Private Vacation Home

Full Duplex on Longboat Key, Walk to the Gulf + Cedars East Club Access

Longboat Key, Florida, United States

Starfish Bungalow | Full Duplex on Longboat Key, Walk to the Gulf, Cedar East Club Accessbrbr Why You'll Love This HomebrA Longboat Key coastal retreat where everyone can come together and have their own space. This stylish duplex offers two fully updated homes side-by-side, blending privacy and connection just seconds from the beach. Relax in modern comfort, share meals on the patio and enjoy the freedom of beach days, sunsets and laughter all under one roof.brbr ‍ ‍ Perfect ForbrMulti‑generatonal families, friend groups seeking shared yet separate space or couples traveling together who want privacy and community. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou pull up and see two matching coastal facades, palm shadows dancing on walkways. Step inside either unit: sunshine filters in through wide windows and fresh sea breezes drift through screened lanais. Days are filled at the beach. Others at the Cedars East Club pool, casual games of tennis, and bike rides through Longboat Key. After dinner, you gather to watch the sun melt into the Gulf. Later, under a canopy of stars, you toast to new memories. brbr Where You'll SleepbrStarfish Sandsbr• Bedroom 1: Queen Bed, Ensuite with Showerbr• Bedroom 2: 2 Queen Beds, Hall BathbrStarfish Shorebr• Bedroom 3: Queen Bed, Hall Bathbr• Bedroom 4: 2 Queen Beds, Hall Bathbrbr Explore the Areabr• Seconds to Deeded Beach Accessbr• Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbr• Walkable Cafés, Boutiques and Local Markets Nearbybr• 0.3 Miles to Joan M. Durante Park (Walking Trails and Bay Views)br• Minutes to St. Armands Circle, Lido Key Shops and Diningbrbr⌛ Don't waitbrThis unique duplex books fast. Your reservation includes peace of mind with our enhanced cleaning and 35‑point inspection.brbr Need to Know: This unit is a combined two (2) Unit Duplex with no access to each other. This is a side-by-side duplex. This home being a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. Contact us directly for more information regarding any shared space for this vacation home. Town of Longboat Key Residential Rental Certificate#: RRR-01474.2025. Minimum Stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.

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$226.07

/ Nightly

Private Vacation Home

Walk to Beach and Cedars East Club Amenities - Pool, Tennis, Fitness Center

Longboat Key, Florida, United States

Starfish Shore | Longboat Key, Steps to Deeded Beach Access + Cedars East Club Accessbrbr Why You'll Love This HomebrDiscover your serene coastal haven with a cozy private patio perfect for sunset relaxation. This thoughtfully designed duplex side offers a peaceful retreat where modern comforts meet beachside charm, just moments from the Gulf's sandy shores and exclusive Cedar East Club amenities.brbr ‍ ‍ Perfect ForbrSmall families, close-knit groups, or couples craving a quiet escape with easy beach access and space to unwind. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou step outside onto your private patio with a soft ocean breeze. The warm glow of twilight casts long shadows over the patio as you enjoy a glass of wine in the fresh air. Days start with a stroll to the deeded beach access nearby, toes sinking into powdery sand. In the afternoon, tennis games or a swim at Cedars East Club await. Back at home, you savor a peaceful evening indoors or a quiet night under the stars, the calm only interrupted by distant seabirds and the rustle of palms.brbr Where You'll Sleepbr • Bedroom 1: Queen Bed, Hall Bathbr • Bedroom 2: Two Queen Beds, Hall Bathbrbr Explore the Areabr • Short Walk to Deeded Beach Accessbr • Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbr • Walk to Local Cafés, Boutiques and Bayfront Pathsbr • 0.3 miles to Joan M. Durante Park (Walking Trails & Bay Views)br • Minutes to Lido Key and St. Armands Circle Shops and Diningbrbr⌛ Don't waitbr This desirable duplex side books quickly. Your reservation includes peace of mind with our enhanced cleaning and 35-point inspection.brbr Need to Know: Starfish Shore is the right side of a two-unit duplex with no direct access to the neighboring unit. Shared backyard access is provided. Contact us for details about shared spaces. Town of Longboat Key Residential Rental Certificate #:RRR-01474.2025. Minimum stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.

2

Bed

1

Bath

6

Sleeps

$226.07

/ Nightly

Private Vacation Home

Walk to Beach and Cedars East Club Amenities - Pool, Tennis, Fitness Center

Longboat Key, Florida, United States

Starfish Sands | Longboat Key, Walk to Beach Access, Screened Lanai + Cedars East Club Accessbrbr Why You'll Love This HomebrEscape to your own private paradise just steps from the beach. This thoughtfully updated duplex side offers bright, airy rooms flooded with natural light, a screened lanai perfect for morning coffee or evening cocktails and modern touches that make every stay effortless and relaxing.brbr ‍ ‍ Perfect ForbrCouples, small families, digital nomads or anyone wanting a laid‑back island retreat with easy beach access. Whether you're planning an extended stay or exploring a shorter coastal escape, we invite you to connect with us to discuss your plans.brbr ️ Imagine ThisbrYou sip your first coffee as sunbeams dance through palms, opening sliding doors to your private screened lanai. The salty air drifts in as you lean back in a lounge chair. At mid-day, you wander to the deeded beach access seconds away, feeling warm sand underfoot. As the afternoon fades, you return to the shore, where the sky turns molten gold and the sun slips beneath the Gulf. Back home, someone preps dinner on the island while friends unwind with a movie in the cozy living room. Later, you gather on the lanai for a quiet nightcap, the warm breeze and rustling palms the perfect end to the day.brbr Where You'll Sleepbr• Bedroom 1: Queen Bed, Ensuite Shower, Patio Accessbr• Bedroom 2: 2 Queen Beds, Hall Bathbrbr Explore the Areabr• 0.3 Miles to Joan M. Durante Parkbr• Short Walk to Deeded Beach Accessbr• Walk to Local Cafés, Boutiques and Bayfront Pathsbr• Minutes from Lido Key and St. Armands Circlebr• Access to Cedars East Club: Pool, Tennis, Gym, Hugo II Restaurant and Tiki Barbrbr⌛ Don't wait brThis unique duplex books fast. Your reservation includes peace of mind with our enhanced cleaning and 35‑point inspection.brbr Need to Know: This unit is the left side of a two (2) Unit Duplex with no access to each other. This home being a part of a duplex unit, means that it could share a dividing wall, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared backyard. Contact us directly for more information regarding any shared space for this vacation home. Town of Longboat Key Residential Rental Certificate #: RRR-01474.2025. Minimum Stay: 30 consecutive calendar days (one rental per 30-day period). Security cameras are located in the front on the dividing wall overlooking the front door, front sidewalk and driveway for each unit.

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$298.71

/ Nightly

Private Vacation Home

Cedars East #528 Townhome by RVA

Longboat Key, Florida, United States

RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.brbrbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrbrResort Features: On-site Office, Heated Junior Olympic Swimming Pool, Public Beach Access 1 Mile from Resort, Complimentary Chaise Lounge Chairs, Fully Equipped Kitchens, Fishing Pier, Fitness Center, Har-Tru Tennis and Pickleball Courts, Pro Shop, Complimentary Parking, Bicycle Availability and Various ViewsbrbrbrbrDining: Cedars Tennis Resort is centrally located with an onsite, private European restaurant and poolside Tiki Bar, Hugo II. Also within a short drive or bike ride from local salt-water cuisine, Longboat Key restaurants include Harry's Continental Kitchens (.4 miles), Euphemia Haye Restaurant (.5 miles), The Dry Dock Waterfront Grill (7.3 miles) or The Chart House (7.6 miles).brbrbrbrUnit #528 Accommodations: 2-bedroom, 2.5 bathroom three-story townhome with views of Cedars West tennis courts from your private lanai.brbrbrbrUnit Amenities: 1-Car Garage, Full-size Kitchen, Wireless Internet, Private Lanai, Fitness Facility, Community Pool, Beach Access (1 mile from resort)brbrbrbrLocation: 528 Forest WaybrbrbrbrView: Garden ViewbrbrbrbrBedding: 1 King in the Master, Full-size Bunkbeds in the Guest Bedroom + Trundle BedbrbrbrbrMinimum Night Requirements: Minimum Stays Apply

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$300.1

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Private Vacation Home

Pet Friendly LBK Home-Space Galore w Pool, Fireplace & Walk to Beach by RVA

Longboat Key, Florida, United States

RVA presents this spacious vacation home. The Tarawitt Home, is located on a secluded road at the northern tip of Longboat Key. This vacation home has all the amenities needed for a relaxing vacation. With three bedrooms, three baths, a sleeper sofa, and a separate family and game room, the Tarawitt Home can house up to eight persons comfortably. This two-story home sits directly on a canal that leads to Sarasota Bay, and is within walking distance from local shops and dining. Amenities include a private pool, large screened porch, garage parking, a grill, private washer/dryer units. New Home Resource furnishings and a grand fireplace create an atmosphere that is comfortable and casual. With a deeded beach access, the Tarawitt Home is a short walk to the beach -- you are never far from all the necessities of a Florida vacation. Tarawitt Home also welcomes pets, so bring the whole family!brbrbrbrLimited Membership Privileges: Guests of the Tarawitt Home will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Three-bedrooms, three-bathsbrbrbrbrAmenities: Private Patio, Deeded Beach Access, Grill, Wireless Internet, Full-size Kitchen, Pets Allowed, Private Pool, Washer/Dryer, Parking, Entrance to Large Deck from Each Bedroom, Fireplace, Membership Access at Cedars Tennis ResortbrbrbrbrLocation: 741 Tarawitt Drive, Longboat KeybrbrbrbrBedding: 3 Queens, Sleeper SofabrbrbrbrView: Water ViewbrbrbrbrMinimum Night Requirements: Restrictions ApplybrbrbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.brbrbrbrOther: Additional electric and/or pool heat charges may apply; please call our local offices for details.

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$411.74

/ Nightly

Private Vacation Home

Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

Longboat Key, Florida, United States

What's better than your own private paradise Come and enjoy this beautiful, recently remodeled, canal front 2 bedroom 2 bathroom private home with heated pool located within walking distance to the longboat key beaches. Close proximity to restaurants and a neighborhood atmosphere This beautifully updated elevated 2BR/2 BATH block home features a private setting with 100ft of canal frontage. Private dock, with spectacular view. Across the canal is an undeveloped nature preserve owned by the Town of Longboat Key (no homes).br Fully screened back patio with tons of comfy seating provides ample space for indoor/outdoor living. brThe outdoor area features two lounge chairs, sofa seating with fire pit and additional dining table by the water so you can easily watch for manatee or dolphins.br But, that's not all, there is also a dock so you can bring your boat or rent one from a local marina, do a little fishing or launch kayaks (ask Michaela about the rent)The dock is also equipped with a 10,000 lb. boat lift which is available for use for a small fee to have the lift bunks adjusted to your boat. brMaster Bedroom features a king size bed, 55 smart HD TV and en-suite bathroom.brGuest room features 2 twin size beds , 43 smart HD TV. Fully equipped kitchen. Plenty of pool towels, beach towels and more.....brBEACH ACCESS across Gulf of Mexico Drive on Gulfside drive across from Christ church. We provide a beach wagon, beach chairs &umbrellas.brTo heat the pool during the winter time, we charge $150/week.

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Sleeps

$297.76

/ Nightly

Private Vacation Home

Tropical Canal Home–Pool, Sun & Water Access: Paradise Cottage in LBK by RVA

Longboat Key, Florida, United States

Prime Location! Discover this newly decorated seasonal rental on Longboat Key's picturesque canal. Nestled in South Longboat Key, it offers seamless access to St. Armands Circle, Lido Key, and downtown Sarasota. This inviting single-family home boasts two bedrooms, two and a half bathrooms, a spacious living/dining area, a bonus Florida room with cozy seating and a TV. The well-equipped kitchen features ample counter space, cabinets, and a breakfast nook. Unwind in the generously sized master bedroom with a king-sized bed and ensuite bathroom, while the guest bedroom offers two twin beds. brbrbrbrStep onto the expansive lanai to relish multiple seating areas providing the perfect setting for al fresco dining or leisurely lounging. Enjoy panoramic views of the canal and the azure waters of the private pool. Garage parking for one car. Pet-free environment. Don't miss out on this seasonal gem in Longboat Key, Florida!brbrbrbrAccommodations: Two-bedroom, two-and-half-bathbrbrbrbrAmenities: Private Patio, Grill, Private Heated Pool, Fire Pit, Full-size Kitchen, Washer/Dryer, Wireless Internet AccessbrbrbrbrLocation: 524 Yawl Ln, Longboat KeybrbrbrbrBedding: 1 Kings, 1 Queen, 1 FutonbrbrbrbrView: Canal Viewbrbrbrbr30 Day Minimum Night RequirementbrbrbrbrOther: Additional electric and/or pool heat charges may apply; please call our local offices for details.

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$305.6

/ Nightly

Private Vacation Home

Pet-Friendly 2BR Condo–Cedars East #810 by RVA

Longboat Key, Florida, United States

Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations.brbrbrDiscover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gulf Coast. Imagine waking up in a spacious, beautifully appointed townhome—perfect for families seeking fun-filled adventures or couples looking for a romantic retreat.brbrbrHere, every day is an invitation to indulge. Step outside and be greeted by world-class tennis courts, ideal for both casual play and competitive matches. Dive into the sparkling junior Olympic-sized swimming pool or enjoy a rejuvenating workout at the state-of-the-art fitness center. Cast a line from the fishing pier, explore the island on complimentary bicycles, or simply unwind as you watch tropical sunsets paint the sky in unforgettable hues.brbrbrAccommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).brbrbrClub and Recreation Facilities: Tennis and Pickleball Courts - 10 Har-Tru (soft-clay) tennis courts with professional instruction, daily clinics, round robins, and seasonal tournaments. Newly designed pickleball courts. brbrbrPro-Shop - Onsite Pro-Shop for equipment, apparel, and help with court reservations. brbrbrSwimming Pool and Tiki Bar - A heated Junior Olympic-sized pool with complimentary chaise lounges. Seasonal Tiki Bar adjacent to the pool. brbrbrFitness Center - Modern, 24/7 accessible fitness center with secure access. brbrbrBicycles for Guests - Adult-sized bikes available for daily use—ideal for exploring Gulf of Mexico Drive. brbrbrDining and Social Spaces - Hugo II Restaurant - A European Fusion restaurant offering German, Czech, and Italian dishes plus specialty Prosecco cocktails; private dining memberships required (no extra cost for Club members). Open Seasonally.brbrbrClubhouse and Social Areas - Clubroom, bar area, and recreational spaces enhance the communal experience. brbrbrFishing Pier and Mangrove Boardwalks - Charming wooden boardwalks wind through mangroves, leading to a serene fishing pier—perfect for picnics or watching boats and marine life. brbrbrBeach Access Information - The beautiful Gulf of Mexico shoreline stretches north and south along Longboat Key, and guests are welcome to enjoy it by using any designated Public Beach Access point. These access points are clearly marked with signs indicating Public use. Please note: Private beach access points along Gulf of Mexico Drive are reserved for property owners and their guests. Unless an access point is clearly labeled as Public it is not available for use. We encourage you to explore and enjoy the public areas of the beach and thank you for respecting local property boundaries.brbrbrResidential and Guest Accommodations - Townhomes - Tri-level, spacious units featuring full-size kitchens, screened lanais or private balconies, and comfortable living/dining areas. The community is divided into three sections—The Gardens (500s), Club Level (600s), and Preserves (800s)—all connected via picturesque boardwalks.brbrbrUnit #810 Accommodations: 2-bedroom, 2.5 bathroom townhome with views of the bay and preserve from your private patio. Pet Policy: Only accepts non shedding pets weighing less than 35 lbs. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.brbrbrUnit Amenities: 1-Car Garage, Wireless Internet, Full-size Kitchen, Private Lanai, 24/7 Fitness Facility, Community Pool, Beach Access (A Short Distance Away).brbrbrbrLocation: 810 Evergreen Place, Longboat KeybrbrbrbrView: Bay ViewbrbrbrbrBedding: 1 King, Full-Size Bunkbeds + 1 Additional TwinbrbrbrbrMinimum Night Requirements: Minimum stays apply

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$273.8

/ Nightly

Private Vacation Home

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Longboat Key, Florida, United States

30 day minimum rental per town of longboat key Quiet beach house tucked away in the historic Longboat Village in walking distance to the beach and some of the top restaurants on the island. Fully remodeled home with all the amenities included - TV, wireless internet, cable, water, and electric. After a day at the beach enjoy a nice dinner outside in a screened in lanai and an evening by the fire in the outdoor fire pit. RRR.01202.2024

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$274.69

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Private Vacation Home

Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood by RVA

Longboat Key, Florida, United States

Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the peaceful residential side of Longboat Key. Situated within walking distance of the Longboat Key Center for the Arts, where creativity flourishes, you'll relish in the serene ambiance this vacation retreat offers.brbrbrbrRecently updated with clean, contemporary furnishings and amenities, and just a brief stroll from the renowned Longboat Key beach, this spacious home is perfect for families, groups, couples, or anyone seeking ample space to unwind in paradise.brbrbrbrFeaturing wireless Internet access, a fully-equipped kitchen, private balconies off each bedroom, a loft media room, a cozy den for additional guests, and a convenient private washer/dryer, Longboat Village Getaway provides everything you need for a memorable vacation experience.brbrbrbrEscape to your own slice of paradise - book your stay at Longboat Village Getaway today and embrace the bliss of Longboat Key's tranquil surroundings.brbrbrbrAccommodations: 2-Bedroom, 2-BathroombrbrbrbrLocation: 7080 Longboat Drive North, Longboat KeybrbrbrbrAmenities: Private Balconies off each Bedroom, Wireless Internet, Full-size Kitchen, Loft Media Room, Pets Allowed (with restrictions), Washer/Dryer Availability, Private LocationbrbrbrbrBedding: 1 King in Master, 1 Queen in Downstairs Guest Bedroom + Sleeper Sofa in DenbrbrbrbrView: Garden ViewbrbrbrbrMinimum Night Requirements: Restrictions ApplybrbrbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

2

Bed

2

Bath

6

Sleeps

$264.15

/ Nightly

Private Vacation Home

Cozy 1-bedroom townhome in charming Longboat Key with AC, WiFi

Longboat Key, Florida, United States

Discover the beauty of Longboat Key from this superb 1-bedroom townhome. With a pleasant living room and 2 sofa beds, our property offers a cool and comfortable space for guests. Enjoy the convenience of amenities like a washing machine, WiFi, iron, hair dryer, heating, and AC. Whether you're relaxing in the cozy bedroom or exploring the nearby attractions, you're sure to make fantastic memories with a stay at our place.

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$244.02

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Private Vacation Home

Casa Poinsetta- 2BR in a Quiet Coastal Neighborhood by RVA.

Longboat Key, Florida, United States

Welcome to your island getaway at 6960 Poinsettia Avenue, a bright and breezy 2-bedroom, 2-bath home just a short stroll from the beautiful beaches of Longboat Key. This laid-back coastal retreat is all about comfort, sunshine, and easy island living.brbrInside, you’ll find an open, airy floor plan with plenty of natural light and a relaxed beach-house vibe. The kitchen is fully equipped for casual meals at home, and the cozy living area is perfect for lounging after a day on the sand. Step outside to your private patio surrounded by tropical greenery — the perfect spot for morning coffee, or unwinding under the stars.brbrYou’ll love how close you are to everything — the beach, local restaurants, island shops, and even nearby St. Armands Circle are just minutes away. Whether you’re here to soak up the sun, paddle through the bay, or simply slow down and enjoy the island pace, this charming home makes the perfect Longboat Key escape.brbrHighlights:br2 bedrooms / 2 bathroomsbrShort walk to the Gulf beachesbrPrivate patio with tropical landscapingbrBright, open living spacesbrClose to restaurants, shops, and island attractionsbrPets AllowedbrbrAccommodations: 2- Bedroom, 2- BathroombrbrLocation: 6960 Poinsettia Ave. Longboat Key, FL 34228brbrBedding: Queen in primary, Queen in guest, Queen sleep sofa in living roombrbrView: GardenbrbrMinimum Night Requirements: 30 day minimumbrbrPet Policy: An additional pet fee will be added to applicable bookings. To reserve a pet-friendly booking contact our local team or select the additional pet fee at checkout. Pets not given prior approval will not be accepted.

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$478.37

/ Nightly

Private Vacation Home

Luxurious 4BR pool home on Longboat Key steps to the beach - Longboat Dream

Longboat Key, Florida, United States

Welcome to Longboat Dream! Professionally managed by Gulf Coast Vacation Rentals, experience this brand new 3-story residence on Longboat Key offering the ultimate in luxury and relaxation. Boasting a private pool and spa, this oasis is just steps away from private beach access at the end of the street.brbrMain Level: As you enter, the main level greets you with a spacious garage and sliding glass doors that lead to the fenced-in yard. Here, you'll find the sparkling pool and spa, complemented by an outdoor dining table and plenty of chaise loungers for soaking up the Florida sun.brbrInside, the open-concept living area is flooded with natural light from large windows, creating an inviting and airy atmosphere. The living room features a comfortable L-shaped couch and two additional day chairs, perfect for lounging or entertaining. Adjacent to the living room is a chef's dream kitchen, complete with a large kitchen island, top-of-the-line appliances, and a lovely dining table. A convenient half bathroom is also located on this level.brbrThe first bedroom, also on the main level, offers a king-size bed and an attached bathroom with a gorgeous walk-in shower, providing a private retreat for family and loved ones.brbrTop Level: The top level houses the laundry area with a washer and dryer for your convenience. At the end of the hall, the primary bedroom awaits, featuring a king-size bed, a desk for setting up your remote office, and an attached spa-inspired bathroom. Indulge in the dual vanity and the giant walk-in shower with dual shower heads for a truly luxurious experience.brbrThe third bedroom is perfect for kids, with double bunk beds accommodating four twin beds and an attached bathroom with a stunning shower/tub combo. The fourth bedroom offers another king-size bed and an attached bathroom with a shower/tub combo, ensuring comfort and privacy for all.brbrEvery detail in this home exudes a lovely coastal and welcoming vibe, allowing you to truly relax in paradise. Nothing was overlooked in the design, ensuring that your stay here will be nothing short of extraordinary.brbrThere is an 85 TV in the main living room and 55 TV's in all of the bedrooms. brbrThere are outdoor deck space on each level including rooftop deck, that has two chaise loungers for you to soak up the Florida sunshine, a table perfect for dining while looking over the view of the water. brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbrFurry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrPrivate beach access is down at the end of companion way, next to Sea Twig Condominiums. brbrPool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. Pool heat request made after guest arrival will incur an additional $45 trip charge. The pool & spa cannot be heated at the same time.

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$287.02

/ Nightly

Private Vacation Home

Longboat Key Vacation Rental - Steps From Beach & Restaurants

Longboat Key, Florida, United States

Welcome to your island retreat! Now priced even more attractively and boasting coastal charm, this lushly landscaped residence stands as the most affordable single-family listing on Longboat Key, Florida. This delightful and turnkey furnished single-story garden home is of block construction and located in the heart of the highly sought-after historic Longbeach Village, on the north end of Longboat Key. Just moments from the bay and the extraordinary white sand beaches of the Gulf of Mexico, this property is a beach lover's paradise. The bayside neighborhood is golf cart friendly and enjoys convenient access to a variety of outdoor activities, from kayaking and paddle boarding to boating and fishing. Enjoy coffee at the bayfront with stunning sunrises, or head over to the nearby beach to witness breathtaking sunsets over the Gulf of Mexico. Upon entering the home, you are greeted by a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas. Large windows and sliding glass doors flood the living space with an abundance of natural light. The living area features a cozy wood-burning fireplace, making it an inviting spot for relaxation and gatherings. The open kitchen boasts ample storage and serving spaces. The split floor plan offers two spacious bedrooms designed for comfort and tranquility. The exterior spaces include a generous and inviting lanai, large private outdoor shower, and copious storage areas for bicycles and other island lifestyle accessories. If you have considered building new, use the home to enjoy as your private getaway, or seasonal or monthly rental right away. In Longbeach Village you will find a relaxed and friendly atmosphere uniquely placed just steps to the bay and multiple restaurants and waterside dining. The convenient Whitney Plaza offers additional restaurants, coffee shops, a salon, pub, fitness centers, and a delightful boutique. Sarasota and St. Armands Circle is just a short drive away to the south with its renowned arts and entertainment venues. While Anna Maria Island and Bridge Street is a short drive to the north. Experience this rare and affordable opportunity to experience the treasured island lifestyle that Longbeach Village and Longboat Key have to offer.

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$521.81

/ Nightly

Private Vacation Home

Luxury beachfront Longboat Key getaway with indoor pool - SeaDuced

Longboat Key, Florida, United States

Welcome to Sea Duced—your exclusive beachfront getaway on the beautiful shores of Longboat Key! This rarely available 3-bedroom, 3-bath townhouse in the 360 North community features its very own private indoor pool and sits just steps from the soft white sand and sparkling Gulf of Mexico.brbrOriginally designed by Tim Seibert, co-founder of the Sarasota School of Architecture, this home perfectly frames the breathtaking views of the beach and brilliant blue waters. With nearly 3,000 square feet of living space, you'll enjoy soaring vaulted ceilings, contemporary finishes, sculptural lighting, PGT impact windows, and an in-unit private elevator. Five separate outdoor decks invite you to relax, unwind, and soak in the coastal breeze.brbrThe main living level is open, bright, and beautifully designed with custom cabinetry and a gourmet kitchen featuring sleek quartz countertops. The spacious primary suite is a true retreat with a king-size bed, private balcony, skylights, hardwood floors, and a luxurious ensuite offering a soaking tub and large walk-in shower. The guest rooms are welcoming as well—one with a queen-size bed and the other with two full-size beds, perfect for family and friends.brbrTucked within a 9-acre stretch of protected beachfront, this charming gated community offers peace, privacy, and nonstop relaxation. Located on the north end of Longboat Key, you're just moments from Bradenton Beach and Anna Maria Island. Each bedroom, the living room, and the pool area are equipped with flat-screen Smart TVs, and cable is available in the 3rd-floor master suite and living room.brbrNorth Longboat Key is also a paradise for swimming, boating, and fishing—and conveniently only 30 minutes from the airport.brbrSea Duced is where comfort, serenity, and stunning coastal beauty come together. Your escape awaits!brbrImportant Things to KnowbrbrYour reservation may require you to fill out a Home Owners Association application that may request personal details.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No pets.brbrPool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. Pool heat request made after guest arrival will incur an additional $45 trip charge.brbrIn addition to the main fridge and washer/dryer inside the home, there is an extra fridge and washer/dryer located in the garage for guest use.brbrPlease note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.

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$418.43

/ Nightly

Private Vacation Home

Longboat Key Beach House

Longboat Key, Florida, United States

This quaint beach house with a private backyard and outdoor shower is everything you need to enjoy your relaxing Florida getaway, which includes your beach supplies. It’s 1 block to the beach access, great restaurants and a deli, Also Included is membership and access to Cedars East Tennis Club, which includes a junior Olympic POOL, Pickleball Courts, world class tennis courts, pickleball courts, 24 hour gym and tiki bar, also a 5 minute walk away. Minutes to Holmes and Coquina Beaches.brCentrally located on Longboat Key, with the casual lifestyle, home is located on a quiet street that dead ends at a canal with bay. It’s 1 mile to the beach access it’s a block to Great Restaurants and Shopping! Walk to 32 acre Durante Park - a beautiful coastal hammock forest. Take a bike ride to Bicentennial Park or enjoy shuffleboard, basketball, soccer, tennis and more at the Bay Front Park Recreation Center. Welcome to Paradise! Only minutes from St. Armand’s Circle Cozy beach house has a private backyard with outdoor seating and fire pit. There is a gas grill for grilling your meals. The outdoor shower is a great way to rinse off in nature. The front porch offers a nice place to have your morning coffee.

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$139.64

/ Nightly

Private Vacation Home

Delightful 2/2 Beach House LBK 5 Min drive to Beach

Longboat Key, Florida, United States

OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute drive to the gorgeous beach!brbrThis delightful beach house is 1,404 sq ft with 2 bedrooms, 2 bathrooms, a large deck and outdoor area with a fire pit.brbrThe main living area is on the 2nd floor, which you can access by wooden stairs from the front and back of the house.brbr★Living Area:brWalk up the stairs and you will feel right at home in this charming house! The living room is very cosy with its large U-shaped couch, armchairs, wooden floor, large TV (65), and beachy decoration.brThe white wooden dining table with 4 chairs is perfect for your meals or as a work desk.brbr★Kitchen:brPods and trash bags provided to start you off.brThe kitchen is fully equipped with updated appliances: microwave, oven, stove, dishwasher, fridge, coffee maker, kettle and toaster.brbr★Bedrooms:brBedsheets provided.brThe beautiful master bedroom, in shades of white and blue, features a queen size bed, TV, 2 night stands with lamps, a large window, wooden floors and white armchairs.brThe 2nd bedroom includes a king size bed that can be changed into 2 twins per your request. This beach-themed room includes 2 night stands with lamps, large carpets and cute frames. It's luminous with several widows.brbr★Bathrooms:brThe master bathroom is en-suite with a large walk-in shower with 2 shower heads, a sink and toilet.brThe 2nd bathroom is located just before this bedroom, with a tub, sink and toilet.brbr★Outdoor Space:brWalk through the sliding doors and you will love the large deck with outdoor furniture, grill, and large umbrella to fully enjoy your Floridian vacation.brYou have another set of stairs from the deck behind the house that leads to the backyard. The available fire pit will be perfect for your stay during winter time!brThere's even an outdoor shower you can use to rinse sandy feet.brbr★Laundry:brThe large washer & dryer (LG) are located in the closet.brbr★Parking:brYou can park up to 2 cars in the driveway in front of the garage (do not park on the street).brbr★Miscellaneous:brThe first floor features a 2 doors garage space but CANNOT be used to park cars. It's perfect to store your beach things or luggage. There's an extra fridge you can use, as well as 2 beach chairs, 2 umbrellas and 1 beach cart.brA roll-away bed is available as well (located there) - it's for 1 guest only, and not a long term stay option. Please, move up the stairs very carefully and at your own risk.brbr★Location:brThis house is at the perfect location on Longboat Key: Saint Judes Drive is a quiet street off the main road, but with everything you need.brBoth a convenient store and a restaurant are located on St Jude Dr. Other restaurants and a bike rental are at walking distance.brThe beach is just a short drive away: head toward Gulf of Mexico Drive, turn left, and you'll find public parking on your right within a mile for easy access to the sand.brLongboat Key is famous for its beautiful beaches, luxury resorts and Golf courses. it's the perfect location for a peaceful and dreamlike vacation.brbr★ If you want to discover more of Sarasota:brLido Key, St Armand's Circle (famous for its boutiques, restaurants and events) and Mote Aquarium are 15 min drive away.brAna Maria Island (Coquina Beach), is 15 min drive awaybrDowntown Sarasota (with its boutiques, restaurants, bars, theater, opera, exhibitions, events...) is 20 min drive away.brSRQ Airport is 25/30 min away.brbr*Please be aware that Joan Durante Community Park is located just behind the house with wetlands. The backyard is not fenced and wetlands could be accessed from the property - supervise children at all times.*brbr★Important Notes & Rules:br- Not a party house, please be mindful of residentsbr- No pets - a small dog could be accepted, contact usbr- Non smokingbr- Ac cannot be lower than 70 F and heat cannot be higher than 82 Fbr- Don't leave doors/windows open when AC/Heat is running.brbr★Add-on:brTraveling with a little one We offer a Pack 'n Play for use during your stay for a one-time fee of $50. This includes clean, fitted sheets for your convenience. Just let us know in advance if you'd like to add this to your booking!brbr★Wildlife Awareness:brFlorida's diverse wildlife awaits responsibly; refrain from direct contact and adhere to safety guidelines. For more information, visit the Florida Fish and Wildlife Conservation Commission.brbrYour unforgettable getaway awaits!

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2

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5

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$350.92

/ Nightly

Private Vacation Home

Pool, Spa and Beach Access Hideaway Bay

Longboat Key, Florida, United States

Recently added to our Luxury Longboat Key Vacation Rentals - Please welcome Beachwalk Hideaway with Private Pool and Spa – Steps to Beach Access. brbrWelcome to Beachwalk Hideaway, an elegant Longboat Key vacation rental tucked away on quiet Firehouse Court, offering the perfect blend of luxury, privacy, and island charm. This intimate coastal retreat is ideal for guests seeking a 30-day minimum stay on Longboat Key, where relaxed sophistication meets effortless beach living.brbrInside, the home is beautifully designed with coastal-inspired décor, natural textures, and abundant natural light that creates a calm, welcoming atmosphere. Spacious living and dining areas flow seamlessly into the outdoor space, making this home perfect for entertaining, unwinding, and embracing the indoor-outdoor lifestyle that defines Florida Gulf Coast living. Thoughtfully appointed bedrooms provide a peaceful sanctuary after sun-filled days on the island. brbrPrime Location Near Longboat Key Beach and Bradenton Beach - This Longboat Key luxury rental is just a short walk to three nearby beach access points, all located within one block, ensuring easy access to powdery white sand and some of the best sunsets on the Gulf of Mexico. Guests also enjoy walkable access to top local dining, including Whitney’s, Shore, and Mar Vista, as well as nearby Bradenton Beach, home to the beach market, Bridge Street shopping, and vibrant waterfront restaurants. brbrPrivate Outdoor Oasis with Pool & Spa – Step outside to discover an exceptional outdoor living space featuring a luxurious private pool and spa, surrounded by lush tropical landscaping. A private enclosed outdoor shower adds an extra touch of island living, perfect after a day at the beach or a dip in the pool. Whether you’re enjoying morning coffee on the patio, relaxing poolside, or unwinding in the spa under the stars, Beachwalk Hideaway offers a true island escape designed for relaxation and rejuvenation.br brIdeal for Monthly Stays on Longboat Key - Perfect for seasonal residents, snowbirds, or extended stays, this monthly Longboat Key rental offers comfort, privacy, and an unbeatable location. Every detail has been curated to support longer stays while maintaining the elegance and ease of a luxury vacation home. brbrbrProperty Details:brAccommodations: 3 Bedrooms | 2.5 BathroomsbrBedding: 1 King | 2 Queen Beds | 1 Queen Sleeper SofabrOutdoor Features: Private Pool and Spa, Epansive Outdoor Living SpacebrAddress: 350 Firehouse Court, Longboat Key, FL 34228brMinimum Length of Stay: Varies - Contact Us For DetailsbrLocation Highlights: Walk to beach access, Dining, Bradenton Beach and Bridge StreetbrComplimentary electric car charger with Tesla chargerbr3-in-1 game tablebrElliptical machinebrPets Allowed: Dogs only, Max Weight 40 lbs. Anything outside the scope, please call for consideration.brbrBeachwalk Hideaway is more than a Longboat Key rental—it’s a refined coastal retreat where time slows down, stress fades away, and island living is experienced at its finest.

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$250.78

/ Nightly

Private Vacation Home

Bayfront Home on Longboat Key w/Boat Lift

Longboat Key, Florida, United States

Stunning Panoramic Bay Views from Every Room!brbrThis beautifully renovated and turnkey-furnished 2-bedroom, 2-bathroom residence also includes a bonus sunrooma bright, inviting space with a brand-new leather pull-out sofa, perfect for use as a third bedroom when needed.brbrTake in majestic Sarasota Bay views from every room, with direct access to the Intracoastal Waterway and deeded beach access just steps away. Boating enthusiasts will appreciate the private dock with a 10,000 lb liftbring your own boat or rent one during your stay!brbrDesigned for entertaining, this home features a fully equipped outdoor kitchen, ideal for grilling and dining al fresco while enjoying the serene waterfront backdrop.brbrThis pet-friendly unit allows for 30-day minimum rentals, making it an excellent choice for seasonal living or extended getaways. Whether you're lounging in the sun watching boats drift by, fishing, kayaking, hosting friends, or simply relaxing, this home offers the ultimate coastal lifestyle.brbrIdeally located just down the street from Harry's famous Restaurant, Deli, and Corner Store, with nearby access to Durante Park, Bayfront Park, bike and kayak rentals, and a wide array of fabulous restaurants and shops. Just a short drive to St. Armands Circle and Anna Maria Island, this rare gem offers the best of both Gulf-front relaxation and peaceful bayfront living.brbrAmenities Include:brbr- View: Full Bay Viewsbrbr- Waterfront: Yesbrbr- Beach Distance: Approx. 1/2 milebrbr- Beach Access: Approx. 1/2 milebrbr- TV Cable/Satellite: Cable TVbrbr- Internet Access: Wifi Internetbrbr- washer dryer: washer dryer in homebrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Queenbrbr- Beds Pull-out: Pull out Sofabrbr- Parking: Private Parkingbrbr- Patio: Patio with Full Bay Viewsbrbr- BBQ Grill: Outdoor Kitchenbrbr- Furnished: Turnkey Furnishedbrbr- Pets Allowed/Type: Dogs Allowed up to 50lbsbrbr- Gated: Gated Entrancebrbr- Minimum Stay: 30 days/nightbrbr- Agent: Gregory Kossbrbr- Office: Longboat Keybrbr

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34228, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 4

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