Home Vacation Condo Rentals By Owner In Madeira Beach, FL

Showing 160 Of 836 Vacation Rentals
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Exceptional(10)

$284.12

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BeachFront Condo - Madeira Beach - John's Pass - Heated Pool - Remodeled

Madeira Beach, Florida, United States

Beachfront Condo with Stunning Sunset Views!brNewly Renovated Condo - Heated Pool. brbr NOTE: POOL CLOSURE IN MAY 2026 FOR RESURFACING. Nightly rate has been reduced due to pool closure. brbrWake up to the sound of soothing waves and end your day with breathtaking sunset views from your oversized private balcony on the third floor. This newly renovated 2-bedroom, 1.5 bathroom condo located in Madeira Beach, directly across from the famous John's Pass Village offering vibrant coastal charm with waterfront dining, boutique shopping and exciting water activities. brbr2025 Update: Beach & HEATED pool are OPEN!brbrWe are excited to be personally hosting this beautiful home after a year of working with a property management company. The property has already received MANY glowing 5-star reviews on our previous listing. Do not let the lack of reviews deter you from staying here. We know you will love our property as much as we do.brbrAdditional RulesbrbrPhoto ID brMust be provided if host request. brbrAir conditioner: please note this is a smart home and the A/C will shut off if the doors are left open. The A/C will resume when doors are closed. Do not set A/C below 73 degrees. brbrShower: please be sure to run the exhaust fan while showering to help reduce condensation in the bathroom.brbrCleanliness & MaintenancebrClean up after yourself, especially in the kitchen and bathroom.brbrTrashbrPlease dispose of trash in the trash chute located on your floor. All items are to be placed in a plastic trash bag excluding glass and recycle. Please bring glass items to parking garage and place in dumpster. brbrRecyclebrRecycle bins are located on the ground floor in the parking garage.brbrNoise & BehaviorbrQuiet hours: Usually 9 PM – 8 AM.brBe respectful of neighbors and local community rules.brbrGuests & OccupancybrOnly registered guests allowed to stay overnight. Maximum occupancy limits is 6 guests total, this includes both adults and children.brbrParkingbrUse have access to 2 parking spots. One spot is assigned and labeled wit the unit number. The additional spot is a guest spot and based on availability. Do not block driveways or neighbors' access. You must have parking pass completely filled out and displayed or you could be towed.brbrSafety & SecuritybrLock all doors and windows when leaving the property.brbrPoolbrUsage at your own risk. Follow any posted rules. It is imperative to practice safety while using the pool. This includes SUPERVISING children (especially under the age of 12 years old). No lifeguard on duty.brbrFire extinguisher brIs located near kitchen window. Follow instructions for fire safety equipment.brbrLaundrybrWasher and Dryer are new. We ask that you limit your load size as they are compact.brbrRespect for PropertybrWe ask that you treat our condo and belongings with care, as if it was your own.brbrBeach ChairsbrWe have provided 4 beach chairs for your use. They are located on the balcony. Please be sure to clean sand off chairs before bringing upstairs to help keep the condo clean.brbrUtilities & AmenitiesbrUse appliances responsibly. brbrDamagebrReport any damage immediately. You will be charged the fair market value of the cost associated with any damaged/broken items.brbrREMINDERS:brNo Smoking or Vaping! If you smoke in the house, you'll be charged an additional fee for professional remediation.brbrNo PetsbrbrNo Parties or Events at allbrbrDo not rearrange furniture inside or outbrbrNo unapproved visitors.brbrDo not hang towels or clothes over the balconybrbrDo not throw anything from balconybrbrDo not feed birds from balconybrbrDo not store beach chairs or beach supplies outside front doorbrbrDo not tamper with security devicesbrbrDo not tamper with smoke detectorsbrbrDo not tamper with locked owner or housekeeping cabinetsbrbrDo not run the AC/heat with door or windows open.brNo illegal activities: Any illegal activities, including drug use or other unlawful behavior are strictly prohibited.
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Sleep 6

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Exceptional(55)

$292.2

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Villa Madeira 506 Amazing Updates|Great decor|Large Beach Front Balcony!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. brbrTop Reasons to Book:br br • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.brbr • Shared covered lounge chairs and access to the heated saltwater swimming pool during your visit.brbr • Located minutes from Florida's main attractions, just North of John's Pass Village.br br This 5th floor premier condo has a large, screened in balcony facing the beach and the Gulf of Mexico. You have access to the balcony from both the living room and master bedroom where you will see spectacular sunsets. The décor is traditional and comfortable. The updated kitchen is fully equipped and you are within walking distance to restaurants, shops and other beach activities. Your condo has a washer and dryer for your use as well as free internet service. PLEASE NOTE: This is a non-smoking property with the exception of a designated outside smoking area. Villa Madeira is a direct beachfront building right in the middle of quaint Madeira Beach, a small beach town that is approximately 2 miles long. Consisting of 50 units; all units face West so all will have a direct view of the Gulf of Mexico from their private, screened in balconies. br br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bed br Bedroom 2 –2 Twin Sized BedsbrThere is a sofa sleeper in the living room as well. br 1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check In br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(73)

$299.38

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Trillium 2C | Beautiful Updates | North Corner Condo |

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unitbrbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.br br You will feel happy when you walk into this freshly renovated north corner condo. And, the view will take your breath away. The cheerful, tropical décor is also quite comfortable. The kitchen is top-of-the line with granite counter tops, stainless steel appliances, and custom cherry cabinets. Master bath has large walk-in shower. All of this an 1500 sf stretch out in. Free wireless internet service is included. PLEASE NOTE: This is a non-smoking property.br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – 2 Twin Sized Bedsbr This condo also provides a sofa sleeperbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(111)

$288.47

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Trillium 2B Beach View from ALL rooms|Very unique|Top location!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unitbrbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.br br Light, bright and comfortable describes this Gulf front condo. And, it has a fantastic million-dollar views of the beach and Gulf of Mexico from every room as well as the balcony. The remodeled kitchen is fully equipped. This beachfront condo has a King bed in the master bedroom and 2 queen beds in the guest bedroom. Your condo has tile throughout, 3 flat screen televisions and free wifi internet service. PLEASE NOTE: This is a non-smoking property. br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – 2 Queen Sized Bedsbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(113)

$286.22

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Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unitbrbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.br br This large south corner condo has been tastefully renovated. The living room, dining area and kitchen have a bright, open floor plan with beautiful tile floors. The view of the beach and the Gulf of Mexico from the living room, dining area, the kitchen and the balcony is fantastic. The updated kitchen is fully equipped. Free wireless internet service and a washer/dryer in your condo for your use. PLEASE NOTE: This is a non-smoking property.br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – 2 Full Sized Bedsbr This condo also provides a sofa sleeperbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(31)

$295.58

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Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. brbrTop Reasons to Book:br br • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.brbr • Shared covered lounge chairs and access to the heated swimming pool during your visit.brbr • Located minutes from Florida's main attractions, just North of John's Pass Village.br br This totally remodeled condo is a large north corner condo that has a screened in balcony facing the beach and the Gulf of Mexico. You have access from both the living area as well as the master bedroom to your balcony. The kitchen has been updated and is fully equipped; relax on your private balcony with a cup of coffee from your Keurig coffee maker You are within walking distance to restaurants, shops and other beach activities. Your condo has a washer and dryer as well as free internet service. PLEASE NOTE: This is a non-smoking property with the exception of a designated outside smoking area. br br2 Bedroom + Den / 2 BathroombrMaster Bedroom – King Sized Bed. Attached Bathroom.br2nd Bedroom – 2 Twin Sized BedbrDen/Bonus Room - Twin Day Bedbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Villa Madeira is a direct beachfront building right in the middle of quaint Madeira Beach, a small beach town that is approximately 2 miles long. Consisting of 50 units; all units face West so all will have a direct view of the Gulf of Mexico from their private, screened in balconies. br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Sleep 5

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Exceptional(71)

$334.83

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Trillium 1C Beach Front Condo with gorgeous updates and amazing view!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unit PLUS the kitchen appliances have been recently replaced with gorgeous stainless-steel appliances.brbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.brbr It doesn’t get much better than this spectacular, recently updated, north corner, Gulf-front condo. Updates include new LVP flooring throughout, new paint throughout, new living room furniture, all new bed linens, new mattresses in both bedrooms, all new beach-themed decor, recessed lighting, and a home office in the master bedroom. Additional updates include a 65” smart TV in the living room, and a 43” smart TV in the master bedroom. The kitchen is fully stocked and features stunning granite countertops, backsplash, as well as stainless steel appliances. Both bathrooms were also recently updated. You will enjoy the spectacular view of the beach and the Gulf from the breakfast bar, the living room and the balcony. The large balcony provides amazing views of the incredible sunsets over the Gulf. PLEASE NOTE: This is a non-smoking property.br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – Bunk Bed (1 Full/1 Twin) and 1 Twin Bedbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(90)

$311.46

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Directly on the Beach Trillium 2A Sunset Views Heated Pool Onsite

Madeira Beach, Florida, United States

Top Reasons To Book This Beachfront Condo:brbr* Beautiful and Spacious Condo Directly on Madeira Beachbrbr* 3 Balconies - Main Balcony Overlooking the Beach and Gulf of Mexicobrbr* Onsite Heated Beachside Pool with Lounge Chairs brbr* Direct Beach Access—Step Off the Pool Deck onto the Sandbrbr* Professionally Managed, 24/7brbrWelcome to Trillium 2A, a beautiful and spacious beachfront condo located directly on the sands of Madeira Beach. This inviting retreat offers everything you need for a relaxing coastal getaway. brbrThe bright and open living area features a comfortable couch, loveseat, and two sitting chairs, along with a large-screen TV and direct access to a private balcony overlooking the Gulf. Step out onto the main balcony, equipped with seating, and soak in stunning and unobstructed views of the beach and the Gulf of Mexico — the ideal spot to watch unforgettable sunsets. Natural light fills the condo, creating a warm and airy atmosphere that flows seamlessly into the dining area and kitchen. The dining table seats four, with additional seating at the kitchen island. The modern kitchen boasts stainless steel appliances and comes fully stocked with cookware, dishes, and utensils — perfect for preparing your favorite meals.brbrThe master bedroom offers a luxurious king bed, TV, and a beautifully updated ensuite bathroom with a large walk-in shower, plus a small private balcony facing east for morning sunshine - a great place to enjoy your morning coffee. The guest bedroom features two twin beds and its own small east-facing balcony, while the living room sofa pulls out for extra sleeping space. The guest bathroom includes a tub/shower combination for added convenience. Additional amenities include an in-unit washer and dryer, free WiFi, and one assigned parking space onsite.brbrThe Bed Set Up:brbrMaster Bedroom - King Bed. Attached Bathroom. Private BalconybrbrGuest Bedroom - 2 Twin Beds. Private BalconybrbrWasher/Dryer in Condobrbr1 Assigned Parking SpacebrbrOff Site Key Pick Up Needed brbrThe Trillium is a boutique-style building with only 15 units, featuring a heated beachfront pool with lounge chairs and direct beach access right off the pool deck. Ideally located in the heart of Madeira Beach with easy access to nearby restaurants, shopping and the famous John's Pass Village and Boardwalk — a lively hub for waterfront dining, shopping, family-friendly activities, live entertainment, boat rentals, and even a pirate ship cruise. brbrJust a short stroll south brings you to Caddy’s Madeira Beach, a laid-back beachfront spot known for great food, live music, and refreshing drinks. Head north on Gulf Blvd for more local flavor, with restaurants like The Reef Bar and Grill, Daiquiri Shak, Pete's Sushi and Poke, and plenty of casual eats, coffee shops, and boutiques. For family fun, try mini golf at Smugglers Cove or hop on the local trolley to explore the charming barrier islands nearby. Planning a day trip Tampa is only 45 minutes away, with attractions like ZooTampa, the Florida Aquarium, Busch Gardens, and major sporting events. brbrWhether you’re here to unwind, explore, or simply enjoy the sun and sea, The Trillium 2A is your perfect home base on Madeira Beach.
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Exceptional(87)

$308.67

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Trillium 5B Beach Front, LR|both BR face Gulf, gorgeous updates, amazing view

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unitbrbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.br br Light, bright and comfortable describes this top floor Gulf front condo. And, it has a fantastic view of the beach from the living room and both bedrooms as well as the balcony. The sunsets are second to none. The kitchen features Granite counter tops and is fully equipped. Your condo has a washer and dryer for your use. You also have 2 flat screen televisions and free wireless internet service. PLEASE NOTE: This is a non-smoking property. br br 2 Bedrooms / 2 BathroomsbrBedroom 1 – King Sized Bed and Murphy Bed(queen)br Bedroom 2 – King Sized Bedbr This condo also provides a sofa sleeper(full)br1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(30)

$365.62

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Villa Madeira 204 Beach Front|Walk to restaurants, shops, entertainment!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. brbrTop Reasons to Book:br br • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.brbr • Shared covered lounge chairs and access to the heated swimming pool during your visit.brbr • Located minutes from Florida's main attractions, just North of John's Pass Village.br br This premier condo has a large, screened in balcony facing the beach and the Gulf of Mexico. There will be great memories from the spectacular sunset views. The décor is a traditional and comfortable. The kitchen is fully equipped, and you are within walking distance to restaurants, shops and other beach activities. Free wifi is available. PLEASE NOTE: This is a non-smoking property with the exception of a designated outside smoking area. br br 3 Bedroom / 2 Bathroombr Bedroom 1 – King Sized Bedbr Bedroom 2 – Queen Sized Bedbr Bedroom 3 - 2 Twin Sized Beds but no closetbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Villa Madeira is a direct beachfront building right in the middle of quaint Madeira Beach, a small beach town that is approximately 2 miles long. Consisting of 50 units; all units face West so all will have a direct view of the Gulf of Mexico from their private, screened in balconies. br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Exceptional(13)

$317.09

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Renovated beachfront condo with heated pool amazing Gulf views and washer dryer

Madeira Beach, Florida, United States

Summary:brbrArie DambrbrbrbrThe Space:brbrCarefree coastal living is yours at this renovated Madeira Beach condo! Just steps from the sand, this renovated retreat boasts a corner location that allows for amazing Gulf views in all directions, including from the private balcony. You'll also have on-site access to a sparkling heated pool and spa. Great local bars, restaurants, and amusements are all within walking distance from the condo. The Suncoast Beach Trolley stops right in front of the building and runs between St. Pete Beach and Clearwater for a minimal fee - children eight and younger ride free.brbrbrbrSPECIAL PERK: Rental includes two beach chairs and an umbrella on the beach for every day of your stay AT NO COST, courtesy of Sand Dunes Beach Services. A $40 daily value! (Additional chairs available for additional cost from Sand Dunes Beach Services.)brbrbrbrThe spacious, updated interior comes complete with all the comforts of home. Strong natural lighting and all-new furnishings welcome casual downtime in the living area, with a smart TV for family entertainment. Gorgeous counters and matching backsplash shine in the full kitchen, well-appointed with everything you need for home cooking. Meals can be enjoyed together at the dining table. The breezy screened balcony is ideal for morning coffee, happy hour hosting, or even alfresco dining. Your vacation home also features a convenient work desk with built-in electric and USB plugs in case you'd like to catch up on remote work. The primary suite features direct balcony access, a smart TV, and a private en suite with a separate shower and tub. The guest bedroom also includes a smart TV, a small private balcony, and en suite access to a shared bathroom.brbrbrbrAdditional perks include central air-conditioning, free WiFi, and a private washer/dryer.brbrbrbrSHARED AMENITIESbrbr-Heated Poolbrbr-Hot tubbrbrbrbrThings to knowbrbrThe elevator is currently out of service while we wait for the required parts to arrive in early to mid-June.
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Exceptional(98)

$298.32

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Upscale beachfront condo with dual balconies Gulf view pool hot tub and bocce

Madeira Beach, Florida, United States

Summary:brbrSea BreezebrbrbrbrThe Space:brbrAs part of one of the most desirable complexes in Madeira Beach, this condo has all the charm and amenities needed for a memorable getaway with loved ones. Nestled between the intracoastal waters and the sandy Gulf shores, Sea Breeze 608 provides dual balconies to ensure you never miss a view, whether sunrise or sunset.brbrbrbrStep inside to find a stylish, open living area with contemporary furnishings and beachfront balcony access, a well-equipped kitchen with granite countertops and an island breakfast bar, and a nicely appointed dining area. There are TVs in the living room and both bedrooms, free WiFi and cable service, and beach chairs, towels, and a cooler provided as well.brbrbrbrThe primary suite has balcony access overlooking the intracoastal waters and a private bathroom featuring dual granite vanities and a spacious walk-in shower.brbrbrbrThe Sea Breeze is a Gulf-front property with a heated beachside swimming pool, an oversize hot tub, a bocce court, a grilling patio, and direct access to the beautiful beach. Madeira Beach, affectionately known as Mad Beach, meanwhile, is a unique blend of Florida fishing village, residential community, and tourist destination. Measuring only two miles long, this small seaside gem draws beach lovers to its pristine white sandy beaches. It's home to John's Pass Village, six public parks, boat-accessible restaurants, charter boats, and dolphin watch cruises, so there's something for everyone.brbrbrbrCOMPLEX AMENITIESbrbr-Heated beachside swimming poolbrbr-Oversize hot tubbrbr-Bocce courtbrbr-Grilling patiobrbr-Coin-operated laundry facilitiesbrbrbrbrThings to KnowbrbrCheck-in time: 4:00 PM.brbrCheck-out time: 10:00 AM.brbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brbrNo smoking is permitted anywhere on the premises.brbrAs of 4/14/25, the pool, hot tub, and grills are all available for guest use!
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$172.72

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Oceanfront condo w stunning views fully equipped kitchen shared hot tub pool

Madeira Beach, Florida, United States

Summary:brbrOcean SandsbrbrbrbrThe Space:brbrWelcome to your luxurious oceanfront condo in Madeira Beach! This stunning property offers everything you need for a relaxing and comfortable stay. brbrbrbrStep inside to find a spacious living room with a cozy atmosphere, perfect for unwinding after a day of exploring the nearby attractions. The fully equipped kitchen features modern appliances including a fridge, stove, oven, dishwasher, microwave, coffee maker, and more, making it easy to whip up delicious meals during your stay. brbrbrbrWake up to the sound of the waves and enjoy your morning coffee on the balcony with breathtaking ocean views. brbrbrbrTake advantage of the fantastic amenities this condo has to offer, including a community hot tub and pool, providing the perfect place to relax and soak up the Florida sunshine.brbrbrbrLocated near the ocean, you'll have easy access to the beach and water activities. Explore the area and enjoy attractions such as shuffleboard and nearby tourist attractions. brbrbrbrWhether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, this oceanfront condo in Madeira Beach is the perfect choice for your next vacation. Book now and experience the ultimate beachfront living!brbrbrbrThings to KnowbrbrThe elevator modernization project in Tower 1 has been completed. Both required inspections have been successfully passed, and the elevators are now fully operational for guest use.
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Bath 2

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Sleep 4

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$488.77

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Sunlit and colorful beach condo with heated pool hot tub and balcony near shore and shops

Madeira Beach, Florida, United States

Summary:brbrThe HarborbrbrbrbrThe Space:brbrYou’ve found the Gulf vacation of your dreams with this incredible third-floor condo located on a protected harbor across the street from the beach. It’s an elevator ride downstairs to the shops, restaurants, mini-golf, and other attractions right outside the front door. If you want to stay even closer to home, spend the day enjoying the on-site heated pool and hot tub. You’ll also find Hubbard’s Marina and John’s Pass within a two-mile radius.brbrbrbrMornings are made for sipping coffee on your balcony while you enjoy the sea breeze or watch the sunrise. Inside, you’ll find an open living space, featuring charming and whimsical decor, bright pops of art, and abundant natural light. Not to mention, beautifully designed furniture by Herman Miller Eames, Phillipe Stark, and Jonathan Adler. The custom Thibault fabrics add an extra touch of luxurious living. The group’s chef will love the stylish kitchen, with gleaming modern appliances, tons of cabinetry, a countertop ice maker, an island, and all the cookware they need to prepare a feast. Grab quick bites or sit down for a family-style meal at the adjacent dining table. brbrbrbrAfter a day on the sand come home to cool off in the central AC. The washer/dryer will make quick work of any laundry while you stream the latest release from the plush sofa. End the night in any of three inviting bedrooms, complete with soft linens and sound machines, but not before stepping out to the balcony. The exterior patio is equipped with heaters, fans, and a sound system, ideal for enjoying the ocean view while you toast your first, and next, dreamy beach day. brbrbrbrAdditional amenities we love in this home include provided beach chairs and towels, a convertible crib, a pack 'n play, a twin air mattress, high-end speakers, and a golf cart charging outlet. There is a full-size air mattress is also available in the master bedroom closetbrbrbrbrThings to KnowbrbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brbrNo smoking is permitted anywhere on the premises.
Bed 3

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Bath 2

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Sleep 5

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Exceptional(90)

$377.25

/ Nightly
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Beautiful oceanfront condo in Madeira Beach w balcony and pool

Madeira Beach, Florida, United States

Summary:brbrArie DambrbrbrbrThe Space:brbrAn extraordinary Gulf-front experience awaits you in this beautifully renovated retreat located on the stunning silver sands of Madeira Beach. With its refined modern style, exceptional amenities, and breathtaking views, this getaway is sure to fulfill your vacation dreams. This contemporary coastal condo provides a tranquil haven to recharge after a day filled with sunshine and adventure. The charming and intimate Arie Dam Condominium Complex features a beachside heated pool & spa.brbrbrbrEnjoy the warmth of the screened porch that overlooks the shimmering turquoise surf of the Gulf of Mexico, allowing you to unwind without leaving your vacation rental. The thoughtfully designed open living space emphasizes comfort and convenience, equipped with a stylish sofa featuring a chaise lounge. When it's time to dine, the elegant kitchen is adorned with granite countertops, stainless steel appliances, and custom cabinetry. The inviting dining area provides ample seating at its spacious table, with additional seating available at the adjacent breakfast bar.brbrbrbrThe main bedroom features an impressive king-sized bed dressed in luxurious linens, two generous walk in closets, and a coastal view. The en suite bathroom boasts a spacious dressing area with a vanity and a walk-in shower. The second bedroom is designed for convenience, offering both a queen bed and a twin bed, complemented by fresh and natural décor. A second full bath, conveniently located just around the corner, includes a shower/tub combo and a spacious vanity.brbrbrbrMadeira Beach is a unique blend of a fishing village, residential community, and tourist destination, creating a distinctive atmosphere. Affectionately known as 'Mad Beach,' it combines history, progress, and stability while benefiting from the perfect weather along Florida's Gulf Coast, making it an enchanting community. Stretching only two miles, this small seaside gem attracts beach lovers with its pristine white sandy shores. Madeira Beach also features John's Pass Village and boasts six public parks, boat-accessible restaurants, charter boats, and dolphin-watching cruises, ensuring there is something for everyone.brbrbrbrThings to KnowbrbrThe elevator is currently out of service while we wait for the required parts to arrive in early to mid-June.brbrCheck-in time: 4:00 p.m.brbrCheck-out time: 10:00 a.m.brbrAll guests must adhere to the good neighbor policy and refrain from engaging in illegal activities. Quiet hours are from 10:00 p.m. to 8:00 a.m./librbrNo smoking is permitted anywhere on the premises.brbrbrbrbPlease note:/bbrbrPlease note that while the unit is in excellent condition, there may be ongoing construction on the exterior and lobby of the property due to hurricane repairs. We appreciate your understanding during this time!brbrElevator is available starting July 10thbrbrbrbrOther Things to Note:brbrState License: DWE6218665
Bed 2

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Bath 2

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Sleep 5

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Exceptional(13)

$253.61

/ Nightly
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1st floor beachfront condo with outdoor pool dog friendly

Madeira Beach, Florida, United States

Summary:brbrSugar Sands AbrbrbrbrThe Space:brbrWelcome to Sugar Sands, a charming and intimate vacation treasure on the shores of beloved Madeira Beach. Sugar Sands offers a peaceful beachside experience with only four condos sharing a private pool and secluded beach. This lovely tropical oasis is just steps from the beautiful beach and laden with exotic and fragrant greenery, tropical huts, a BBQ grill, and outdoor showers. Sugar Sands A is on the ground floor and offers the easiest of beach vacations!brbrbrbrA unique blend of Florida fishing village, residential community and tourist destination contribute to an original vibe that is Madeira Beach. Mad Beach, as it's affectionately referred to, is that curious mixture of history, progress, and stability which, when paired with the perfect weather of Florida's Gulf Coast, makes for a delightful community. Measuring only two miles long, this small seaside gem draws beach lovers to its pristine white sandy beaches. Madeira Beach is home to John's Pass Village and with six public parks, boat-accessible restaurants, charter boats, and dolphin watch cruises, it has something for everyone. Dog-friendly beaches include Bicentennial Park, Fort Desoto Park, and Boca Ciega Millennium Park.brbrbrbrThis first-floor gem offers the living area and bedroom open to the pool and deck area. Find all the comforts of home with a nicely appointed kitchen with breakfast bar and handy sofa bed. The main bedroom has plenty of storage to unpack and unwind, and a TV. Beach towels and beach chairs are available.brbrbrbrTHINGS TO KNOWbrbrFree shared on-site laundry.brbrIf you choose to bring a dog, they are not allowed in the pool.brbrOne dog is welcome! Breeds not allowed: Akita, Australian Blue Heeler, Boxer, Bull Mastiffs, Chow, Dalmatian, Doberman, English Bulldog, Great Dane, Husky (any type), Malamute, Mastiff (any variation), Pit Bulls, Presa Canarios, Rottweiler, Saint Bernard, and Wolf-dog Hybrid.brbrbrbrOther Things to Note:brbr1. Charging the Pet fee per daybrbr2. Limited to one dog in each apartmentbrbr3. Guest would be responsible for all damages and clean up after their petsbrbr4. No aggressive breed
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Bath 1

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Sleep 4

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$181.7

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Parrot Cove Condo in Madeira Beach with a heated pool

Madeira Beach, Florida, United States

Summary:brbrParrot's CovebrbrbrbrThe Space:brbrLocated right on the gleaming oceanfront, this Maderia Beach condo is the epitome of seaside paradise! brbrbrbrAs you step inside, you'll notice that the spacious open floor plan creates a seamless flow between the living, dining, and kitchen areas, making it ideal for entertaining guests or simply enjoying quiet evenings at home. The large windows allow abundant natural light to flood the space, creating a bright and airy ambiance that complements the coastal surroundings. The well-appointed kitchen features modern appliances, ample countertop space, and a convenient breakfast bar, making it a pleasure to prepare your favorite meals. And the best part You won't have to worry about finding a laundromat because your own private washer and dryer are included with this condo.brbrbrbrOutside, whether you want to take a refreshing swim or simply bask in the sun on the poolside loungers, the community pool ensures your every comfort is met. Close to all of the amusements in Madeira Beach, you'll have easy access to a vibrant array of restaurants, shops, and entertainment options. Enjoy leisurely strolls along the beach, engage in water activities such as fishing or paddleboarding, or simply relax and soak up the sun.brbrbrbrThings to KnowbrbrThere is free parking for 1 car(s). Designated Space #27.brbrCheck in time: 4:00 PMbrbrCheck out time: 10:00 AMbrbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. brbrQuiet hours are from 10 p.m. to 8 a.m.brbrNo smoking is permitted anywhere on the premises.brbrDue to past Hurricanes: The elevators are not 100% reliable. Tower 2 is currently undergoing elevator modernization. One of the two elevators is permanently out of service, and the remaining elevator may experience intermittent outages, occasionally lasting more than a day. The full modernization project is expected to take 6–12 months. We appreciate your understanding and patience as the building undergoes these necessary upgrades
Bed 2

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Bath 2

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Sleep 4

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Exceptional(23)

$171.92

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Cozy Cottage by the Gulf

Madeira Beach, Florida, United States

Summary:brbrRelax and unwind on Florida’s Suncoast! This charming Gulf Gardens condo offers a true cottage feel just across the street from Madeira Beach. Enjoy sunny days by the beautiful pool, or take a leisurely stroll to John’s Pass Village and Boardwalk for shopping, dining, and waterfront fun. With comfort, convenience, and coastal charm, it’s the perfect place to experience the best of beachside living.brbrbrbrThe Space:brbrStep inside this charming cottage and discover a thoughtfully designed space perfect for your beachside getaway. The bedroom features a comfortable queen-sized bed, ensuring a restful night's sleep. The full bathroom offers all the necessary amenities. The living room provides a relaxing space to unwind. The kitchen is fully equipped with everything you need to prepare meals, including a refrigerator, stove, oven, microwave, and coffee maker. Outside, you'll find access to the community pool, perfect for a refreshing dip, and a BBQ grill for outdoor cooking. Enjoy the convenience of a single-level home with a private entrance.brbrbrbrGuest Access:brbrGuests will have exclusive access to the entire cottage, including the bedroom with a queen-sized bed, the full bathroom, the living room, and the fully equipped kitchen. Outside, enjoy the convenience of a private entrance. You'll also have access to the community swimming pool for a refreshing swim and the BBQ grill for outdoor cooking. The property is a single-level home, providing easy access throughout.brbrbrbrThe Neighborhood:brbrNestled in the heart of Madeira Beach, this charming cottage offers a prime location for your coastal getaway. Just a short stroll across the street will take you to the sandy shores of Madeira Beach, where you can soak up the sun and enjoy the refreshing Gulf waters. For dining and entertainment, John's Pass Village and Boardwalk is within easy walking distance or a quick drive, offering a variety of restaurants, bars, and unique shops. Explore the local boutiques, savor fresh seafood, or hop on a dolphin-watching tour. You'll also find convenient access to local amenities like grocery stores and pharmacies, ensuring a comfortable and convenient stay. The neighborhood exudes a relaxed beach town vibe, making it the perfect escape for relaxation and fun.brbrbrbrGetting Around:brbrGetting around is a breeze from our cozy cottage! Beach Trolley's public transportation options include local bus routes along Gulf Boulevard, providing easy access to nearby towns and attractions. For those arriving by air, the cottage is approximately a 30-40 minute drive from Tampa International Airport (TPA). Parking is available on-site, ensuring convenient access for guests with vehicles. The cottage's central location makes it easy to explore Madeira Beach and the surrounding areas.
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Sleep 2

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Exceptional(182)

$467.31

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Las Brisas 306 | Upgraded Condo, Beachfront, Views

Madeira Beach, Florida, United States

New Diamond renovated property. Watch the waves roll in from your private ocean-front balcony! This spacious 3-bedroom condo has 4 flat-screen TVs, a stunning pool, community grills, and resort amenities to treat the whole family.brbrAt Las Brisas 306, you can enjoy the best parts of beach-front living. The living room is bright and spacious, with a Sofa and Loveseat with a 85 inch big screen and ideally located so your group can watch a movie in comfort, and everyone will appreciate the free cable and Wifi. You can see the ocean from anywhere in the room, but the sliding glass door leads directly to a private patio with several wicker seats. Imagine sitting here with a cold drink, watching the stars come out over the waves below!brbrNear the living room is a dining area that’s part of the large, open space. The dining area table is surrounded by six chairs, where you can enjoy a formal dinner or play a relaxed game of cards with friends and family. The breakfast bar has barstools that provide additional seating in this wonderfully connected space.brbrThe kitchen in Las Brisas 306 makes it easy to prepare home-cooked meals during your vacation. Why dine out for every meal, when your kitchen has a full range of large and small appliances Just pick up groceries from one of the stores nearby, and you’re all set. After you eat, set your plates in the dishwasher for easy cleanup! Vacations are meant for spending time with family, not for washing dishes.brbrIn the primary bedroom, you’ll find a king sized bed surrounded by light and airy wooden furniture. Unpack your suitcases into the dresser and settle into your vacation home. Before bed, read a book in the armchair by the window or at the convenient corner desk, or unwind with a show on the flat-screen TV. This room is tailored for privacy and relaxation. The primary bathroom has a large vanity with two sinks, and a generous walk-in shower.brbrThe second bedroom in Las Brisas 306 is very spacious, with more than enough room for two full-sized beds. Your guests will be very comfortable falling asleep beneath plush comforters and a gently-rotating ceiling fan overhead. The attached bathroom is large and bright. The double-vanity leaves plenty of space to store toiletries and get ready each morning!brbrFor two children or adult guests traveling together, the third bedroom contains a twin bunkbed. This cozy room has elegant textiles and beach-themed décor, along with a dresser and closet that provide ample storage space. This serene room promises a restful night’s sleep.brbrLas Brisas 306 was designed with your comfort in mind, and you’ll appreciate its many amenities. Thanks to a full-sized washer and dryer, you can always have fresh laundry during your vacation. Grab some clean, dry towels each morning and head out to the incredible community pool! As you swim in its gentle waters, you can hear the waves crashing on the beach nearby. Walk directly to the sandy shore from the resort, and spend the day splashing in the ocean! Build sand castles, look for seashells, or walk for miles along this pristine coast. For an easy al fresco lunch, cook up a quick meal on one of the community barbecues. The grills are surrounded by picnic tables where you can sit in the sun or the shade.brbrThe resort has everything you need, but it is ideally located among the best that the St. Pete Beach area has to offer. You will be within easy walking distance of many shops and restaurants, and only a mile away from John’s Pass Village and Boardwalk. There are activities for everyone in the family here, including golf, boating, shopping, and pirate cruises. At the end of a busy day, head home and look for dolphins as you watch a glorious sunset. It’s a memory you won’t forget, so book today!
Bed 3

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Bath 2

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Sleep 9

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Exceptional(30)

$259.14

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Beautiful Beachfront Condo with Pool, Balcony, Gulf views + Pool Access

Madeira Beach, Florida, United States

The best of everything is within your reach when you stay at Ocean Sands 908! This lovely condo is just steps away from white sandy beaches, where you can take in spectacular sunsets over the blue waters of the Gulf of Mexico. For a little more action, head over to sea-themed John’s Pass Village and Boardwalk to check out the many shops and eateries where you can enjoy food, music, and arts and crafts of all sorts, or head over to nearby St. Petersburg and Tampa Bay. Or just stay home and enjoy all the amazing amenities this resort has to offer, including a sparkling outdoor swimming pool and Jacuzzi surrounded by sun loungers, a shuffleboard court, tiki bar and gas grills. There’s no end of things to do when you stay at this luxurious resort!brbrThis cool and luxurious condo has everything you need for a beach getaway. Ocean Sands 908’s sumptuous living room is full of natural light and features wood floors, a comfortable sectional with sleeper sofa, and two easy chairs. Finish the day by curling up in front of the large, cable HDTV and pop in a DVD! Or settle back in one of the cozy chairs and enjoy a good book or a game of solitaire on your tablet (there's free Wi-Fi, too). Preparing a full meal, warming up leftovers from one of the area’s fabulous restaurants, or mixing up a cocktail is easy thanks to the fully equipped kitchen, while the sleek and elegant dining area offers an ideal spot to bond over a family meal or board game.brbrIn Ocean Sands 908’s primary bedroom, a luxurious king-size bed waits to ferry you off to dreamland. A private retreat within a retreat, this room is also furnished with dual nightstands with reading lamps, a ceiling fan, small writing desk, recliner, HDTV, and a huge walk-in closet, as well as private access to the lanai – you can leave the door ajar and let the sea air soothe you to sleep! The well-appointed master bathroom is just steps away and is furnished (along with the second full bathroom) with all the clean, fluffy towels you’ll need. The second bedroom is perfect for the kids with its two full-size beds, and there’s even a washer and dryer so you can pack light and keep your swimsuits dry! And when you feel like taking in the fresh breezes off the Gulf, all you need to do is step out onto the spectacular covered lanai.brbrWhen it comes to a dreamy romantic getaway, it’s hard to imagine a more perfect location than Ocean Sands 908. Book your stay in a Gulf-side paradise today!brbr*Please note this property has a minimum stay of 14 nights due to HOA restrictions.
Bed 2

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Bath 2

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Sleep 6

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