Home Vacation Condo Rentals By Owner In Longboat Key, FL

Showing 160 Of 509 Vacation Rentals
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Beachcomber unit 303

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view.br br Enjoy upscale Longboat Key in the elegant Beachcomber 303. From original works of art throughout and the stunning furnishings and lighting details to the complimentary Keurig coffee bar, you will enjoy this newly renovated condominium, steps away from toes in the sand.br br -King size master with ceiling fan and TVbr -Newly designed and renovated Living Room with entertainment center and ceiling fanbr br -Pull out Queen sofa bedbr -New Patio furniture, featuring Adirondack seating and diningbr -Fully equipped kitchen and elegant separate dining areabr - All linens, beach towels, and canvas beach totebr -2 New beach chairs and oversize beach umbrellasbr -Breezy Beach patio, grill, laundry facilities, and free WiFibr -Convenient access to Publix and CVS across the streetbr -Off-site fitness membership and bicycle rentals - Ask for detailsbr br Located mid-Key, Beachcomber 303 allows for easy walking or biking to all Longboat Key has to offer. Just a 5 minute drive to famous St. Armand's Circle where you can enjoy upscale shopping, fine dining, exciting nightlife, and strolling around festival events. Take a short drive across the gorgeous Sarasota Bridge for theatre, concerts, art galleries, and shopping at University Town Center. br br Welcome Back or Welcome To Beachcomber 303. br br Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Fullbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Beach front building: Yes
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$2112.85

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Luxury Beachfront Living - St Regis Waterfront Residency - Longboat Key - Sunset Reflections

Longboat Key, Florida, United States

Welcome to Sunset Reflections! Experience refined coastal living in this stunning 2-bedroom, 2.5-bathroom fourth-floor residence located within the iconic St. Regis Longboat Key Resort. Perfectly positioned on one of Florida's most coveted barrier islands, this condo offers breathtaking views, world-class amenities, and effortless access to pristine white-sand beaches, turquoise Gulf waters, and the relaxed elegance Longboat Key is known for—just minutes from the upscale dining, shopping, and arts of St. Armands Circle and downtown Sarasota. Professionally managed by Gulf Coast Vacation Rentals. brbrInside, the open-concept living room is bathed in natural light from expansive windows overlooking the beautifully manicured resort grounds and the shimmering Gulf of Mexico.brbrThoughtfully designed for both comfort and style, the space features a large plush couch paired with two matching chairs—ideal for relaxing after a day at the beach or entertaining guests. Sliding glass doors lead to your private balcony, where you'll find ample outdoor seating and an outdoor kitchen, perfect for sunset cocktails or al fresco dining with a view.brbrThe chef-inspired kitchen is equipped with high-end stainless steel appliances, a spacious island with barstool seating, and elegant finishes throughout. Adjacent is a cozy breakfast table that comfortably seats up to four, while the formal dining room offers seating for up to eight—ideal for hosting memorable meals with family and friends.brbrThe primary bedroom is a true coastal retreat, featuring a luxurious king-size bed, cozy seating, and sweeping views of both the ocean and resort grounds. The spa-inspired ensuite bathroom elevates relaxation with dual vanities, a standalone soaking tub, an oversized walk-in shower, and two private toilet areas—creating a serene, resort-like escape.brbrThe second bedroom is both functional and inviting, offering a bunk bed with a queen-size bed on the bottom and a full-size bed on top, along with a chair, TV, and generous storage space—perfect for guests of all ages.brbrFrom the unparalleled elegance of the St. Regis to the natural beauty of Longboat Key, this residence delivers an unforgettable coastal luxury experience where every detail is designed for comfort, style, and relaxation.brbrImmerse yourself in unparalleled relaxation and luxury at The St. Regis Longboat Key Resort, where every detail has been thoughtfully curated to deliver an extraordinary experience. Nestled among soaring palms and lush tropical landscaping, the resort's centerpiece—known as “The Pools”—offers a serene escape with a variety of sparkling swimming pools, plush loungers, and private cabanas designed for ultimate comfort and seclusion.brbrThis beautifully designed oasis also features a gentle Winding River for leisurely floating and the one-of-a-kind Saltwater Lagoon, where guests can swim alongside vibrant tropical fish and connect with the resort's resident Aldabra giant tortoises.brbrJust moments from your doorstep, the private beach invites you to unwind with attentive service and uninterrupted views of the Gulf of Mexico. Additional world-class amenities include the indulgent St. Regis Spa, a state-of-the-art Fitness Center, and an engaging Children's Club—ensuring that every member of your party experiences the very best of coastal luxury.brbrEmbark on an unforgettable adventure with our exclusive Under the Sea Lagoon Experiences, guided by expert marine aquarists. Immerse yourself in a serene, crystal-clear environment as you interact with gentle stingrays and discover the beauty of tropical marine life. Perfect for swimmers of all skill levels, this unique experience offers a peaceful escape beneath the surface. Along the way, your marine aquarist will share fascinating insights about the local ecosystem, its vibrant inhabitants, and the importance of sustainable marine practices.brbrThe residences enjoy their own private area, thoughtfully separated from the resort for added exclusivity. Here, a serene pool and spa overlook the breathtaking Gulf of Mexico, offering a peaceful retreat just steps from your door. The outdoor space features grills and seating areas—perfect for hosting gatherings with friends and loved ones. Stay active in the state-of-the-art fitness center, fully equipped with everything you need for an energizing workout. You'll also find convenient touches like a resident-only coffee station and more, designed to elevate your everyday living experience.brbrPlease Note: Upon arrival, guests must check in at the concierge desk in order to access their unit. Parking pass is limited to one space for this unit.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties.brbr​​​​​​​Furry friends welcome! Up to 2 pets allowed. A non-refundable pet fee applies and must be paid directly to the management company.brbrWhile on property, please note that all spa treatments and dining experiences must be paid for at the time of service. Charging services to the unit is not permitted.
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Exceptional(35)

$403.82

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Gulfside 2BR Condo–Silver Sands #257S

Longboat Key, Florida, United States

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.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #257S 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, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center. 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 #257S Features: 2-bedroom, 2-bathroom unit in the Orange Building. Includes views of both the pool and Gulf of Mexico from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King, 1 Queen, Sleeper SofabrbrbrbrResort 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
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$466.47

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Beachplace 9-202 by FGC

Longboat Key, Florida, United States

New Listing Dec 20th!!! Get it while availability is open. brbrBeachfront 2 bedroom and 2 bath. enjoy the magnificent views of the pristine white sandy beach and the azure water of the Gulf of Mexico from this classic condo on the beach. Take in the magical sunsets over the Gulf of Mexico from your private balcony. Just steps away from your private access to 12 miles of beach... Umbrellas and lounge chairs are provided by the Beachplace community for your exclusive use. Master Bedroom provides direct access to the balcony and 180-degree Gulf views from bed. Resort style amenities include: 24/7 manned guard gate, recently renovated Olympic-sized heated pool with lap lanes, heated kids pool, spa, fitness center, Har-Tru tennis court, pickleball courts, ping pong, barbeque grilling areas, clubhouse, electric car charging stations, and car wash. The architecture at Beachplace was awarded a Top 100 Moderns that Matter designation in 2024 for its character and sense of place. It is situated on the south end of Longboat Key just 2 miles to Publix, 3 miles to the famous boutiques and cafes of St. Armand's Circle, and 5 miles to Downtown Sarasota. br2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.brBeachplace is one of Longboat Key's premier vacation rental locations on the island!brAmazing Gulf Views and private parking.brbrThere is ample closet space throughout, with a washer/dryer in-unit. The condo has HDTV and wireless internet in every room. brbrThe well-maintained and gorgeous grounds include the following amenities:br • 24 hour manned guard gate.br • Private beach access with chairs and umbrellas includedbr • Wi-Fibr • Lighted tennis courtsbr • Heated pool and hot tubbr • Two state of the art fitness centersbr • Air conditioned clubhousebr • BBQ gas grills by the pool. brbrYou are just moments from St Armand's Circle with all its top shopping and dining options. Easy access to the areas arts and cultural activities and moments from Sarasota Airport. Walk miles on the beach and enjoy magnificent sunsets.brbr1 month minimum property
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Exceptional(10)

$329.94

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Beachcomber unit 305

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view.br br Pack your bags, invite your family and friends and come stay in paradise. Unit 305 in The Beachcomber Condominium offers up to 4 guests a stunning apartment on serene white sand beaches, with a heated Gulf-side pool and BBQ picnic areas. Plenty of conveniences like a laundry room, parking and elevators. br br The 1 bedroom/1 bathroom condo is newly renovated from floor to ceiling.br Gorgeous decor and all the upgrades you could want, to enjoy a luxurious vacation.br br A decadently made up king-size bed in a professionally decorated bedroom welcomes you for the most relaxing sleep of your life. A convenient writing desk and reading nook make it easy to catch up with friends and family using the free WiFi. The spacious living room comes with a brand new high end full-sized sleeper sofa and a custom floor-to-ceiling room divider that creates a completely private sleeping space with access to the veranda. br br Enjoy cooking fresh caught seafood in your brand new kitchen with quartz countertops, a full suite of stainless steel appliances and a fully stocked kitchen to cook even the most gourmet of meals! A thoughtful and stunning new bathroom with a glass shower, state-of-the-art spa shower head and a convenient built-in seat along with modern fixtures make it easy to relax and unwind at the end of a day on the beach.br br The unit comes complete with absolutely everything you need including: towels, linens, two large TVs, extra chairs, and much more! br br Ask for unit 305 and start enjoying the expansive fully furnished veranda in this beautiful beach front condominium on Longboat Key. The building is conveniently located across the street from a shopping plaza with easy access to groceries. You will be minutes away from tons of restaraunts, bars and entertainment. Located just outside of bustling Sarasota, you will have plenty to do when you're not relaxing pool-side and enjoying a beautiful Floridian sunset. br br Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br br See you soon!br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Fullbr - Ceiling Fans: bdrm/kitchenbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Bathtub/Shower: Yesbr - Beach front building: Yes
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$670.46

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Longboat Key Luxury Condo - walking to St. Armand's Circle!

Longboat Key, Florida, United States

This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in views of the ocean and canal, while enjoying morning cup of coffee is breathtaking! Views also include the bay, lush landscaping and the swimming pool! brbrYou'll find this condo spotless, deep cleaned and sanitized before you arrive. All linens are white and bleached. Under each sink is cleaning solutions and a washer and dryer is on site, in the condo. brbrCharter a yacht or pontoon for the day or week (we have connections!) Walk or ride to restaurants and shopping! Paddle board, kayak, swim, golf. Make dinner in a fully furnished kitchen. There is endless opportunity to relax and have fun on this upscale island, just a short causeway away from the mainland. brbrThis condo has four brand new big screen smart televisions, wifi, reclining leather couch, bar, scooters, fishing poles, portable crib, and more. brbrThe bedroom with a Murphy bed doubles as an office, for the professional getaway. brbrThe king bedroom has a daybed that features two twin beds. brbrThe queen master bedroom is an electric bed! Every bedroom has seating and television with privacy in mind when traveling with a group. brbrYou'll love the clean and safe country club atmosphere of Longboat Key, watching the sunset on the beautiful ocean, exploring the neighborhood, playing games, lounging around the pool and more. If you love the ocean, fresh air, waves, sunsets, seafood, friendly people, upscale dining and shopping, this is the place for you! brbrA favorite evening is a two minute walk to Dockside Restaurant on the water, taking in the sunset while eating gourmet food and sipping cocktails! Whatever your hearts desire, you'll find a magical experience in this luxurious condo on Longboat Key!
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Exceptional(8)

$329.94

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Beachcomber unit 203

Longboat Key, Florida, United States

Newly Refreshed Beach Condo - Unit 203br br Welcome to our beautifully redesigned and refreshed condo. In November 2022, we replaced all furniture inside and outside. Our island-side unit is completely furnished and fully equipped. All bed linens, cooking and eating utensils are provided.br br We have added two large smart TV's in the master bedroom and living room.br br Our building is located on the marvelous white sand beach of Longboat Key.br Enjoy a dip in a calm, blue and warm water of the gulf or the conveniently located heated pool.br br We are located within walking distance to Publix, CVS and other stores that you may need for necessities.br br Longboat Key has put itself on the map as one of the best island getaways in the world and of course, the best in Florida. The beaches around here are pretty famous because of their unfiltered beauty and private island feel.br br 1 bedroom; 1 bath second floor condo overlooking the Island toward Sarasota Bay br br * King size bedbr * Full sleeper sofa in living room br * Fully equipped kitchen br * Walk-in showerbr br This Island-side unit is completely furnished and fully equipped. All bed linens, dishes, cooking & eating utensils are provided. br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br br Units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.br br br On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Fullbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Shower only: Yesbr - Beach front building: Yes
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$260.54

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BEACH Front- RARELY AVAILABLE REMODELED - DISCOUNTED 2026! Steps to Saint Regis

Longboat Key, Florida, United States

2 Bedrooms, 2 bathroom, gulf side, private beach, white sand, kid friendly, elevatorbrWelcome to our beach side condo, which has been completely remodeled and newly furnished. Our condo is located directly on the beach waters of the Gulf of Mexico, with only a short walk from the front door to the sand.brTHE UNIT: It features a fully equipped kitchen with stainless steel appliances, quartz counters, a dining room/living room with sofa, 2 chairs, master bedroom with queen size bed and a guest room with four twin size beds ( 1 bunk 1 twin/trundle). The master bedroom has a large closet with lots of shelving. Unit also has a large all in one washer and dryer. The balcony faces the gulf with a direct view of the gulf. Our unit is closest to the beach and club house ! Three TV's, wifi, Cable. The unit also its own reserved parking spot.brTHE COMPLEX: Our condo is located within Seaplace, a residential condominium community located on 42 acres of gorgeous flowering fauna, Banyan, Oak and Palm trees. The Community features two heated gulf side swimming pools & spas, a kiddy pool and playground area, as well as a fitness room, sauna rooms, 3 tennis courts, walking trails, barbecues, with a clubhouse for social events that has direct ocean views. The entire complex sits on a half mile of private white sandy beach, with beach chairs and umbrellas available free of charge on first come first serve basis. The clubhouse hosts weekly events. Smoking and pets are not permitted.
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$308.13

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Gulf Resort, Ground Floor – Silver Sands #243 by RVA

Longboat Key, Florida, United States

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 #243 Features: 1-bedroom, 1-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 Queen, Sleeper SofabrbrbrbrResort 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
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$363.56

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Steps to Beach – Silver Sands 2BR Condo #243S by RVA

Longboat Key, Florida, United States

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 #243S Features: 2-bedroom, 2-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 2 Queens, Sleeper SofabrbrbrbrResort 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
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$368.13

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Unwind by the Waves – Beach Castle #5 by RVA

Longboat Key, Florida, United States

Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature.brbrbrbrThe grounds here are impeccable – from the well-manicured vegetation to the vast palm trees that dot this serene Longboat Key location. The buildings at Beach Castle are the color of sunshine and are accented by Bahama shutters and railings that resemble palm trees. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests. However, all units provide a full kitchen, living room and private lanais – never compromising the comforts of home.brbrbrbrThis secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and reconnect with family and friends; all this while enjoying white-sand beaches, privacy and most importantly, vacation memories that last a lifetime. brbrbrbrLimited Membership Privileges: Guests of Beach Castle Resort #5 will have the option of 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, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Beach Castle Resort is a quiet, 21-unit condominium resort midway on the exclusive island of Longboat Key with a variety of views including Gulf front, Bay front, pool and garden views.brbrbrbrUnit #5 Features: Two-bedroom, two-bathroom first-floor unit located on the Gulf side. Decorated in modern, fresh furnishings with updated amenities including wireless Internet, a full-size kitchen with updated countertops and appliances, a Smart TV with XBOX 360 availability and a private patio with partial views of the Gulf of Mexico. brbrbrbrView: Partial Gulf Front ViewsbrbrbrbrBedding: 1 King, 2 Full BedsbrbrbrbrParking: All guests have use of 1 assigned parking spot during their stay. Additional spots are available at a nearby community on a first-come, first-served basis. We kindly ask guests to plan accordingly.brbrbrbrPets: Pets are not permitted on Beach Castle property.brbrbrbrResort Features: Full-size Kitchen, Spacious Floorplans, Heated Community Pool, Community Hot Tub, Grills, On-site Office, Private Lanais, Complimentary Laundry Facilities, Shared Boat Docks (available on a first-come, first-served basis, a 26' boat limit, and guest is responsible to find off-site parking for boat trailer), Cable TV, Wireless Internet, Complimentary Guest Parking, Private Beach Access, Complimentary Lounge Chairs and UmbrellasbrbrbrbrPlease Note: Beach Castle is a self service resort; we do not provide daily housekeeping services. For your convenience, an amenity “Starter Kit” is provided to assist you upon your arrival. Any essentials required after the initial provided, such as toilet paper, dish soap, etc. is the responsibility of the guest.
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$306.25

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Silver Sands #244 – 1BR/1BA Resort on Longboat Key, Sleeps 4

Longboat Key, Florida, United States

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.brbrAccommodations: 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. brbrUnit #244 Features: 1-bedroom, 1-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private lanai.brbrView: Pool/Gulf ViewbrbrBedding: 1 King, Sleeper SofabrbrResort 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
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$403.87

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Pool & Beach Access – Silver Sands #241S by RVA

Longboat Key, Florida, United States

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 #241S Features: 2-bedroom, 2-bathroom unit in the Green Building with a direct pool view and a distant Gulf view from your private patio.brbrbrbrView: Pool/Gulf ViewbrbrbrbrBedding: 1 King + 1 Queen + Sleeper SofabrbrbrbrResort 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
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$443.86

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Beach Castle Bliss – Gulf Views #2 by RVA

Longboat Key, Florida, United States

Between the azure blue of the Southwest Florida skies, and the turquoise Gulf of Mexico waters sits Beach Castle Resort on Longboat Key. A true beach-to-bay community, Beach Castle rests on one of the narrowest points of this prestigious island, allowing the community to extend from the Gulf side to the bay side – a quality few of the privilege to carry. The buildings at Beach Castle are the color of sunshine and are accentuated by Bahama shutters and railings that resemble palm trees. The grounds here are lush in flora and fauna, creating a tropical backdrop to your island vacation. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests.brbrbrbrBeach Castle #2 boasts some of the best ocean views on the island from the living area and private bedrooms. We welcome you to relax on your private screened patio and awaken your senses in the balmy, salty breeze and the sounds of the waves lapping against the shore. We guarantee this will be your favorite spot for your morning brew. From your private lanai, take the spiral staircase directly to the soft sands of Longboat Key for a romantic stroll or spend the day lazing in the warm sand. The colors of the Gulf of Mexico are a perfect backdrop to the updated, beachy décor in the unit and provide all the amenities of home, yet all you expect from a Longboat Key vacation. Beach Castle #2 features an updated kitchen with stainless steel appliances and granite countertops, spacious living areas and beautifully decorated bedrooms, complete with flat-screen TV’s.This secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and reconnect with family and friends; all this while enjoying white-sand beaches, privacy and most importantly, vacation memories that last a lifetime. brbrbrbrLimited Membership Privileges: Guests of Beach Castle Resort #2 will have the option of 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, community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrUnit #2 Features: Two-bedroom, two-bathroom unit with some of the best ocean views on the island from your private bedrooms, living room or lanai. From your private lanai travel down the spiral staircase of Unit #2 directly to the soft sands of Longboat Key. Includes updates of granite countertops, tasteful decorations with an artistic flair, and updated appliances.brbrbrbrView: Gulf Front ViewbrbrbrbrBedding: 1 King, 1 King, Sleeper SofabrbrbrbrParking: All guests have use of 1 assigned parking spot during their stay. Additional spots are available at a nearby community on a first-come, first-served basis. We kindly ask guests to plan accordingly.brbrbrbrPets: Pets are not permitted on Beach Castle property.brbrbrbrResort Features: Full-size Kitchen, Spacious Floorplans, Heated Community Pool, Community Hot Tub, Grills, On-site Office, Private Lanais, Laundry Facilities, Shared Boat Docks (available on a first-come, first-served basis, a 26' boat limit, and guest is responsible to find off-site parking for boat trailer), Cable TV, Wireless Internet, Complimentary Guest Parking, Private Beach Access, Complimentary Lounge Chairs and UmbrellasbrbrbrbrPlease Note: Beach Castle is a self service resort; we do not provide daily housekeeping services. For your convenience, an amenity “Starter Kit” is provided to assist you upon your arrival. Any essentials required after the initial provided, such as toilet paper, dish soap, etc. is the responsibility of the guest.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(45)

$319.08

/ Nightly
Condo

Coastal Comfort – Beach Castle #26 by RVA

Longboat Key, Florida, United States

Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature.brbrbrbrThe grounds here are impeccable – from the well-manicured vegetation to the vast palm trees that dot this serene Longboat Key location. The buildings at Beach Castle are the color of sunshine and are accented by Bahama shutters and railings that resemble palm trees. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests. However, all units provide a full kitchen, living room and private lanais – never compromising the comforts of home.brbrbrbrThis secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and reconnect with family and friends; all this while enjoying white-sand beaches, privacy and most importantly, vacation memories that last a lifetime. brbrbrbrLimited Membership Privileges: Guests of Beach Castle Resort #26 will have the option of 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, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Beach Castle Resort is a quiet, 21-unit condominium resort midway on the exclusive island of Longboat Key with a variety of views including Gulf front, Bay front, pool and garden views.brbrbrbrUnit #26 Features: One-bedroom, one-bathroom unit located on the Bay side. Decorated in clean, comfortable furnishings with updated amenities including a full-size kitchen, flat screen TV's, and a private patio with bay views. brbrbrbrView: Bay ViewsbrbrbrbrBedding: 1 King, Sleeper SofabrbrbrbrParking: All guests have use of 1 assigned parking spot during their stay. Additional spots are available at a nearby community on a first-come, first-served basis. We kindly ask guests to plan accordingly.brbrbrbrPets: Pets are not permitted on Beach Castle property.brbrbrbrResort Features: Full-size Kitchen, Spacious Floorplans, Heated Community Pool, Community Hot Tub, Grills, On-site Office, Private Lanais, Complimentary Laundry Facilities, Shared Boat Docks (available on a first-come, first-served basis, a 26' boat limit, and guest is responsible to find off-site parking for boat trailer), Cable TV, Wireless Internet, Complimentary Guest Parking, Private Beach Access, Complimentary Lounge Chairs and UmbrellasbrbrbrbrPlease Note: Beach Castle is a self service resort; we do not provide daily housekeeping services. For your convenience, an amenity “Starter Kit” is provided to assist you upon your arrival. Any essentials required after the initial provided, such as toilet paper, dish soap, etc. is the responsibility of the guest.
Bed 1

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Bath 1

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Sleep 4

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$534.16

/ Nightly
Condo

Gulf front condo with pool and tennis court access - breath taking balcony views

Longboat Key, Florida, United States

Island Time HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your perfect beach getaway at this stunning condo in Longboat Key, FL. This beautiful complex not only offers a pickleball court for your enjoyment but also boasts a plethora of amenities to make your stay comfortable and convenient.brbrRelax in the cozy queen bed after a day of exploring the area, and freshen up in the morning with the provided hair dryer. Take a dip in the heated pool or unwind in the hot tub while enjoying the breathtaking bay view. With a washer/dryer in the unit, you can pack light and always have fresh clothes on hand.brbrThis condo features a fully equipped kitchen with modern appliances including a fridge, stove, oven, dishwasher, microwave, and coffee maker. Stay entertained with the TV, Netflix streaming, and free internet access. Step out onto the balcony to enjoy your morning coffee with a view of the bay or Gulf.brbrThe complex offers a range of amenities including a tennis court, central AC, fire extinguisher, disabled parking spot, gym/fitness room, beach access, outdoor pool, and more. Towels and linens are provided, and there is an elevator for easy access to your unit.brbrWhether you're looking for a relaxing beach vacation or an active getaway, this Longboat Key condo has everything you need for a memorable stay. Book now and start planning your dream vacation by the water!brThis unit requires an HOA application to be completed and emailed back to us 15 days prior to arrival.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrSecurity camera details: brbrbrbrDamage 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.
Bed 2

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Bath 2

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Sleep 4

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$192.94

/ Nightly
Condo

Oceanfront condo with shared pool, ocean view, WiFi, & washer/dryer

Longboat Key, Florida, United States

Paradise Time HideawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience luxury beachfront living at its finest in this stunning condo located in Longboat Key, FL. This single-level home offers step-free access throughout, making it ideal for guests of all ages. With a spacious balcony overlooking the Gulf of Mexico, you can enjoy breathtaking sunsets and panoramic ocean views right from the comfort of your own home.brbrInside, you'll find a beautifully appointed interior with modern amenities, including central AC a fully equipped kitchen. The master bedroom features a plush king bed, while the second bedroom offers two cozy twin beds, perfect for families or friends traveling together.brbrStep outside and take advantage of the resort-style amenities, including a sparkling outdoor pool, tennis court, and a well-equipped gym/fitness room. The beachfront location allows for easy access to the pristine sandy shores, where you can relax under the sun or take a refreshing dip in the crystal-clear waters.brbrConveniently located near the ocean, this condo offers the perfect blend of relaxation and recreation. Whether you're lounging by the pool, playing a round of tennis, or simply soaking in the stunning Gulf views, this Longboat Key retreat is sure to exceed your expectations. Book your stay today and make unforgettable memories in paradise!brbrThis unit requires an HOA application to be completed and emailed back to us 15 days prior to arrival.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 5.brbrSecurity camera details: 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.
Bed 2

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Bath 2

Bath

Sleep 4

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