Home Vacation Rentals By Owner In Madeira Beach, FL

Showing 340 Of 989 Vacation Rentals
Slider Thumb
Exceptional(131)

$400.09

/ Nightly
Condo

Las Brisas 202 Huge Balcony|Beautifully updated in 2021|BeachFront|3 Bedrooms

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 • Direct panoramic beachfront views from your large private balcony.br • Onsite outdoor amenities in paradise include a beautiful, heated pool, tiki huts, BBQ Grills, a picnic area for dining and relaxing beachside.br • Free Wi-Fi, an in unit washer and dryer, and direct beach access for your convenience.br br Bright and spacious 3-bedroom, 2 bath beach front condo with breathtaking views of the Gulf of Mexico! This condo will accommodate up to 8, has a large private balcony and is right in the heart of Madeira Beach! The newly remodeled kitchen features granite counter tops and brand new stainless steel appliances. This fully equipped condo has all that you need to make dinners in with plenty of space around the dining room table, or just kick back and relax on the balcony and watch the sunset as the boats go by in the Gulf. Las Brisas offers a beautiful heated swimming pool overlooking the beaches, tiki huts and a lovely picnic area for you to enjoy. If you are looking for the perfect beachfront location on Madeira Beach for your next vacation, look no further because you have found it!! Please note: This is a completely NON SMOKING property! Only 1 assigned parking space available onsite for this condo.br br Amenitiesbr br • Air Conditioning/Heating Systembr • TV/DVDbr • Children Welcomebr • Washer and Dryer in Unitbr • Free WiFibr • Assigned Parking - 1 Spacebr • Heated Swimming Poolbr • Private Balcony with Seatingbr • Linens Providedbr • Bath Towels Provided br • Elevator Onsite for Accessbr • BBQ Grill and Picnic Areabr • Iron and Ironing Boardbr • Fully Stocked with Dishes and Cookwarebr br Bedrooms – 3 Bedroomsbr br Bedroom 1 – King Sized Bedbr Bedroom 2 – 2 Queen Sized Bedsbr Bedroom 3 – 2 Twin Sized Bedsbr br Bathrooms - 2 Bathroomsbr br • Bathroom 1 - Dual Sinks, Granite Counter Top, Toilet, Tub/Shower Combobr • Bathroom 2 – Dual Sinks, Granite Counter Top, Toilet, Tub/Shower Combobr br Location Typebr br • Beachfront br • Direct Beach Accessbr br Kitchenbr br • Dishwasherbr • Refrigerator / Freezerbr • Stovebr • Ovenbr • Microwavebr • Coffee Makerbr • Toasterbr • Dishes and Utensilsbr br Diningbr br • Dining Table and Charis to Seat 8br • Breakfast Bar Area/Stools for 3br br Entertainmentbr br • Televisionbr • DVD Playerbr • Free WiFibr • Stereo Systembr br Outsidebr br • Private Balcony with Seatingbr • Direct Gulf Viewsbr • Grill and Tables Onsite for Usebr br Pool / Spabr br • Heated Pool - Pool is Seasonally Heatedbr • Chairs at Pool for Use br • Restrooms for Use in Pool Areabr br Direct Beachfront and close to everything is the Las Brisas. This condo complex is right on the sands of Madeira Beach, has a heated pool, each condo has a private balcony with direct Gulf views…it’s a great spot for your next beach getaway! 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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(21)

$270.13

/ Nightly
Condo

Views from Beachfront Balcony ~ Pool ~ Updated Fantastic Location Near Shops Bars and Restaurants

Madeira Beach, Florida, United States

This beachfront, 11th floor unit at the Ocean Sands complex in Madeira Beach, boasts some of the most incredible views in the entire area. With its large, private, beach facing balcony and comfortable outdoor furniture, you'll find relaxing with a cool drink or an evening meal an absolute pleasure while you watch the sun setting each night. brbr brbrOcean Sands amenties include a large resort-style pool and hot tub, assigned covered parking, and a near perfect section of soft, clean beach. brbr brbr-- Extra large private balcony with direct West facing views of the Gulf of Mexico brbr brbr-- Master bedroom with King size bed brbr brbr-- Second Bedroom with two Queen size beds brbr brbr-- Fully equipped and all updated kitchen brbr brbr-- Full size washer and dryer brbr brbr-- Free high-speed WiFi and cable TV. All linens and towels provided (bath and beach). brbr brbrPerfectly setup for short or long-term stays.brbrIf your reservation falls in the Winter months (mid-December through February 1), please be aware that the Ocean Sands building closes the pool and spa area if the temperature does not reach 68 degrees during the day. brbr brbrWe help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)brbrA Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support. brbr brbrAll our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay We've got you covered - no charge!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(102)

$256.15

/ Nightly
Condo

Arie Dam 202 - Beach Front|Amazing sunsets|Private balcony|Near John's Pass!

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 brTop Reasons To Book: brbr* Beachfront Property with Direct Access to the Beachbrbr* New and Beautiful Updates!brbr* Watch Stunning Sunsets from your Private Balconybrbr* Onsite Heat Pool and Hot Tubbrbr* Prime Spot in Madeira Beach for Convenience and Enjoymentbrbr* Spacious and Comfortable Beachfront CondobrbrWelcome to Arie Dam #202, a stunning beachfront condo with breathtaking views of the Gulf of Mexico! This recently updated beachfront condo offers a blend of comfort and style you are sure to love!brbrThis 2-bedroom, 2 full bathroom unit features new flooring throughout and a spacious, private balcony with stunning Gulf of Mexico views, accessible from both the living room and master bedroom. The bright and comfortable living area complements the spacious, updated kitchen that is stocked with all essential dishes, cookware, and utensils you will need to prepare your at home meals. The master bedroom includes a King bed, TV, balcony access, and an attached bathroom, while the guest bedroom has a Queen and twin bed and TV for extra comfort. There is also a sofa pullout in the living room for additional sleeping space. brbrArie Dam is a smaller, quaint beachfront building in the heart of Madeira Beach. Conveniently situated on Gulf Boulevard, you'll find restaurants within walking distance and easy trolley access. Enjoy the onsite heated pool, hot tub, and pool deck with chairs for ultimate relaxation when you are not on the beach!brbrThe Set Up: brbrMaster Bedroom - King Bed. Balcony Access. Attached BathroombrbrGuest Bedroom - 1 Queen Bed. 1 Twin BedbrbrSofa Sleeper in Living RoombrbrWasher and Dryer in Unitbrbr1 Assigned Parking SpacebrbrPrivate Beachfront BalconybrbrMadeira Beach is lined with a beautiful sandy shore and offers a prime location for a beach vacation. Just 1.5 miles to the south, you’ll find John's Pass Village, which features a variety of restaurants, shopping options, family activities, a marina, and water sports. The convenient trolley service on Gulf Blvd. allows you to discover the local islands with ease. Clearwater Beach and the Clearwater Marine Aquarium, home to Winter the Dolphin, are just 30 minutes to the north. While the scenic Fort DeSoto State Park is 30 minutes to the south. Tampa is approximately 45 minutes away, offering access to airports, sporting events, the Florida Aquarium, the Florida Zoo, extensive shopping, Hard Rock Casino and more! brbrNo matter what brings you to Madeira Beach for your visit, you are sure to have an amazing stay here are Arie Dam 202!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(101)

$286.24

/ Nightly
Condo

Trillium 1A South Corner|Amazing Remodel|Stunning View from 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. 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 have to see this spectacular, newly renovated, south corner, Gulf front condo. The new kitchen is top of the line with granite countertops and stainless steel appliances. You have a fantastic view of the Gulf from the breakfast bar, living room with a large private balcony. Newly renovated bathrooms with beautiful walk in shower. The tasteful décor in this 2-bedroom condo is very comfortable with ceramic tile throughout. Free long distance calls to US/Canada and 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 Queen 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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$321.54

/ Nightly
Condo

302 Villa Madeira, Beach Front, Breathtaking Views

Madeira Beach, Florida, United States

Villa Madeira #302 is a 3-bedroom, 2-bathroom beachfront condominium that blends comfort with breathtaking Gulf views. The unit features an open living and dining area with large sliding glass doors that lead out to a private balcony overlooking the sugar-white sands of Madeira Beach. A fully equipped kitchen makes preparing meals easy, while the comfortable bedrooms provide plenty of space for families or groups to relax after a day in the sun. With its prime third-floor location, this condo offers the perfect setting for enjoying spectacular sunsets each evening. This unit has one dedicated parking spot. Visitor parking is offered, and subject to availability.brbrYou will be required to complete a rental agreement with SunHost Resorts before confirmation.brbrThe Villa Madeira complex is a well-maintained, family-friendly beachfront community. Guests enjoy direct access to the beach just steps from the building, along with a heated Gulf-front swimming pool and plenty of lounge chairs for soaking up the Florida sunshine. Reserved parking and secure entry provide convenience and peace of mind, while the complex’s laid-back atmosphere ensures a relaxing stay for everyone.brbrIdeally situated along the shores of Madeira Beach, Villa Madeira offers the perfect blend of convenience and coastal charm. The building sits directly across the street from the famous Candy Kitchen, a local favorite for ice cream and sweet treats, is a must-visit after a day in the sun. There’s also a Suncoast Beach Trolley stop conveniently located right in front of the building, making it easy to explore nearby beaches, restaurants, and attractions without the hassle of driving.brbrJust a short distance away, you’ll find the famous John’s Pass Village and Boardwalk, one of the top attractions on Florida’s Gulf Coast. This lively waterfront destination features more than 100 shops, restaurants, and entertainment options. Spend the day enjoying fresh seafood, booking a fishing charter, renting jet skis, or taking a dolphin-watching cruise. Don’t feel like walking Hop on the Suncoast Beach Trolley. With a stop conveniently located right in front of the building, It’ll take you straight to the action. The boardwalk’s vibrant atmosphere and endless activities make it a must-visit during your stay.brbrThe area is known for its wide stretches of soft sand, calm Gulf waters, and welcoming, small-town feel. Whether you’re looking to spend your days swimming, shelling, or simply relaxing by the water, everything you need for a perfect beach getaway is right outside your door. Local shops, restaurants, and beach bars are also within easy reach, adding to the appeal.brbrVilla Madeira #302 is proudly managed by SunHost Resorts, a trusted name in professional vacation rentals along the Gulf beaches. SunHost’s experienced team ensures your stay is seamless from start to finish, providing excellent customer service, local expertise, and on-site support when needed. With their dedication to guest satisfaction, you can rest assured your beach vacation will be worry-free and unforgettable.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$236.74

/ Nightly
Private Vacation Home

3 bed/2 bath Madeira Beach House; minutes walk to the beach, full amenities!

Madeira Beach, Florida, United States

Welcome to our Madeira Beach home, just a few minutes’ walk to the pristine Florida Gulf Coast and newly built in 2019! We love our beach house and are looking forward to guests who will treat it the same as we do! Our 3 bedroom, 2 bathroom house comes full furnished with a wide variety on amenities. We want to make our guest's experience not only comfortable, but with everything that we would love when traveling for an extended period of time to make a stay is as enjoyable and easy as they come! Our home sleeps 7, with a King Master Bedroom with ensuite bathroom, a spare Queen bed room, and a third bedroom with Queen bed and pullout out twin trundle. Fully furnished, our home is a quick walk to the beach and has access to all items beach life, to include beach chairs, umbrellas, beach wagon, ocean floats and sand toys, and bikes for use. And, when you come back from the beach, please enjoy our outdoor and private shower to rinse off the sand. In addition, this new build in 2019 offers an open living/dining room and kitchen concept with stackable clothes washer and dryer in a separate hallway to the spare bedroom space. Our downstairs patio offers seating for 6 around a gas fire pit as well as additional outdoor eating space for 6 alongside our newly planted beach flowerscape and bistro lights to ensure a nice and relaxing evening. Also, upstairs and before you enter the home, we have an additional covered patio space with seating for 5, perfect for coffee in the morning as you ready for your day at the beach and all that Madeira Beach has to offer. Our home comes fully furnished with all amenities to include all kitchen and dining utensils (pots, pans, flatware, serving items, etc.), high speed internet, two TV’s (living room and spare room with Queen bed/Twin trundle) with all streaming services, oversized A/C unit, whole house air filter, security monitoring and 2 parking spaces. Not only are we a quick walk to the beach, but just minutes to all that Madeira Beach has to offer to include John’s Pass, R.O.C. Park, restaurants, shops, and the Farmer’s Market on Wednesdays from 10 am – 2 pm. We love our beach house and hope that your stay invokes the same memories we have shared as a family in the fun and the sun!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(28)

$230.83

/ Nightly
Condo

1605 Madeira Bay – Waterway Views, Heated Pool, Walk to Beach & John's Pass

Madeira Beach, Florida, United States

Brand new Madeira Bay Resort I Unit #1605 is in the heart of Madeira Beach. This 2 bedroom, 2 bathroom condo with a Queen sleeper sofa in the living room can sleep up to seven guests. Beautiful waterway views upon entering this condo, from the master bedroom and the walk-out balcony. Some great items included with the rental are full amenities in the kitchen, washer/dryer, (beach chairs, beach towels), free Wi-Fi, shared heated pool, hot tub, and fitness room. John's Pass Village and Boardwalk are just a few blocks away. There are also plenty of places to visit in our local surrounding area. This property is in an ideal location as it sits right on the intercoastal waterway and beach access is directly across the street. John's Pass Village and Boardwalk is also a short walk away. There you will find an abundance of retail shops, sweet shops, experiences, restaurants, bars, and watersport rentals. brbrKitchen: The kitchen has all the things to cook your meals, including pots, pans, serveware, blender, coffee pot, bakeware, dishwasher, and a large refrigerator/freezer. Basic dishes, cookware, and utensils are also provided. Basic spices, cooking oil, coffee filters, and/or pods are not always available. brbrDining Area: There is a breakfast bar that seats two and a four-top dining set. brbrLiving Room: The living room is in the middle of the condo with a Queen-sized sleeper sofa, a nice sitting area, a TV, a ceiling fan, and waterway views. There is also a sliding door in the living room that opens to a balcony with a sitting area. brbrBedroom #1: The master bedroom features a King-size bed, TV, a dresser, waterway views from the double windows, and an en-suite bathroom.brbrBathroom #1 (En-suite): Full bathroom with a tub/shower combo.brbrBedroom #2: Features a twin-over-queen bunk bed and a dresser.brbrBathroom #2: Single vanity sink and standing shower. No tub. brbrOutdoor Amenities: Communal heated pool, hot tub, and fitness center. brbr*Elevator on property! This unit is in building I on the 6th floor. br br--brbrImportant Information brbrHouse Rules: br1. No smoking/vaping in the unit. No illegal substances on the premises. Violation of this policy will result in a smoke remediation fee ranging from $200-$500 depending on the severity.br2. No parties or events.br3. No pets. Please notify management of any service animals.br4. You are vacationing in a residential area, please be mindful of noise during all hours. Quiet hours start at 10pm and you must adhere to local noise ordinance.br5. Rinse off and return any and all beach equipment at the end of each day. Do not leave equipment out overnight. brbrToiletries: Guests should bring their own toiletries, dishwasher pods, and laundry pods. Each unit will have two rolls of toilet tissue per bathroom, soap for every sink, a trash bag, and at least one roll of paper towels in the kitchen. 2 dishwasher pods and 2 laundry pods are also provided if applicable to the rental. We provide one set of bath towels per guest. For guest convenience, we also provide beach towels. All linens are provided.brbrRenting Requirement Policy: The guest booking the reservation must occupy the unit for the duration of the stay and is required to be 25 years of age minimum. Adults may not rent a unit for anyone under the age of 25, they must be actively present at the rental unit.brbrMaximum Guest Occupancy Policy: Adherence to occupancy policies and limits is strictly enforced. The guest count may not exceed the maximum guest occupancy at any point in time, including any pre-approved day guests. These policies are in place for your safety and the protection of the vacation home and the vacation rental industry. Violation of these policies may result in immediate eviction with complete forfeiture of all monies paid. Please contact management to request a pre-approval for any day guests. Additional guests that will exceed the maximum occupancy will automatically be denied.brbrPool Heating: Please note that when outside temperatures reach 60 degrees or lower, a pool heater cannot always heat the pool completely to temperature. By booking this property, you understand that pool temperatures cannot be guaranteed when outside temperatures are too cold.brbrParking: This unit has 1 reserved parking space. There is no guest parking. brbr--brbrOur surrounding area has a lot to offer: Florida Botanical Gardens in Largo, John's Pass Village and Boardwalk, Tampa Lowry Zoo, Florida Aquarium, Clearwater Aquarium, Sunken Gardens, Dinosaur World, Ellenton Outlet Malls, Children's Museums, Busch Gardens, enjoy a Tampa Bay Ray's game at Tropicana Field, a Buccaneers Football game in Tampa, or check out some of the pro baseball teams during their local Spring Training, also Disney World and downtown Disney are just two hours away.
Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(40)

$336.95

/ Nightly
Condo

Upgraded Beachfront Condo Close to Shops, and Restaurants - Pool, Hot Tub, Beach, and Private Balcony

Madeira Beach, Florida, United States

Relax in style in one of the most desirable buildings on the beach. The Chambre building is a small, very private and secure complex located on arguably the very best beach that the area has to offer. You’re just a few minutes walk down the sand to Johns Pass Village, but far enough away from the crowds so that you feel you’re on your own private beach. brbr brbrThe building has a beautifully maintained beachfront pool and hot tub, gas BBQ grills, and a view that will knock your socks off! This corner unit condo has been completely renovated and updated to be one of the finest and freshest available, and is equipped with everything you need for the perfect vacation or the perfect winter home. brbr brbr— Corner Unit with Private Beachfront Balcony Boasting Unobstructed Views of the Gulf of Mexico, and Positioned Perfectly for Sunset Viewing. brbr brbr— Beautifully Furnished Living Room with Extra Large TV, Plenty of Seating, and a View that can’t be Beat! brbr brbr— Fold out Queen size sleeper couch in the Living Room for extra sleeping capacity brbr brbr— All Upgraded Upscale Kitchen with Granite Counters, Stainless Appliances, and a Wet Bar for Evening Cocktails. brbr brbr— King Size Bed in the Master bedroom with Private Bath brbr brbr— Second Bedroom with comfortable Full Size Bed brbr brbr— Large Dining Area brbr brbr— Full Size Washer and DryerbrbrWe help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)brbrA Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support. brbr brbrAll our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay We've got you covered - no charge!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(76)

$369.91

/ Nightly
Condo

Las Brisas #305 — Updated 3BR Gulf Front Condo with Balcony & Room for 10

Madeira Beach, Florida, United States

Welcome to Las Brisas #305, a beautifully updated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of light-filled comfort and a large balcony with direct views of the Gulf. With stylish furnishings, modern upgrades, and space for up to 10 guests, this unit is perfect for families or groups seeking a relaxing beach retreat in Madeira Beach.br ️ Inside Your Staybr- Living Room:br- Sleeper sofabr- Accent chairbr- Large HD flat-screen TVbr- DVD playerbr- Kitchen:br- Stainless steel appliancesbr- Granite countertopsbr- KEURIG coffee makerbr- Master Bedroom:br- King-size bedbr- HD flat-screen TVbr- Ceiling fanbr- En suite bathroom with walk-in showerbr- Second Bedroom:br- Two queen-size bedsbr- HD flat-screen TVbr- Ceiling fanbr- Third Bedroom:br- One queen-size bedbr- HD flat-screen TVbr- Second Bathroom: Tub/shower combinationbr- Laundry: Full-size washer and dryer in unitbr- Internet: Free high-speed Wi-Fibr- Sleeps up to 10 guestsbr Property Featuresbr- Direct Gulf Front location with private beach accessbr- Heated beachfront poolbr- Tiki huts & picnic areabr- BBQ grills on-sitebr- No pets or smoking permittedbr Parking & Arrival Infobr- One assigned parking space includedbr- Visitor parking not availablebr- No trailers, boats, or motorcycles permittedbr Local Highlightsbr- Located in Madeira Beach, near St. Pete Beach and Clearwater Beachbr- Just 1 mile from John's Pass Village & Boardwalk with shops, dining, and water sportsbr- Family-friendly neighborhood with warm Gulf waters and walkable charmbr ️ Why Stay with TRS brAs a Travel Resort Services guest, you'll enjoy:br- Concierge servicesbr- Corporate car rental discountsbr- Fax, copy, and printing services (including boarding passes)br- Local staff available 7 days a weekbr- In-house housekeeping and maintenance with 24-hour responsebr- Repeat guest discounts and monthly newslettersbr⚠️ Rental Guidelinesbr- Minimum age to rent: 25 years oldbr- Maximum occupancy: 10 guestsbr- No pets or smokingbr- Beach towels and toys not provided
Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(8)

$203.26

/ Nightly
Condo

Resort Style Community. Quick Walk to Beach. Heated Pool. Near Great Restaurants & Shops.

Madeira Beach, Florida, United States

The Yacht Club is located just off the main causeway coming into Madeira Beach, providing a perfect location for both beach and city activities. The gated complex is secure, peaceful and private, and this updated two-level condo (steps are required with no elevator) is fully setup and equipped for a week or a month in our wonderful community. brbr brbrHighlights include: Five minute walk to beach, Two pools, heated in winter, Partial intercostal views, Fishing pier, Public Tennis & pickleball courts brbr brbr-- Downstairs Area with Full Kitchen, Dining Area, Workstation Desk, Living Room, and Half-Bath brbr brbr-- Upstairs Leading to the Master Bedroom with King Bed, and Smaller Extra Bunk Room with pull-out couch for an extra guest brbr brbr-- Full Bathroom with Tub/Shower brbr brbr-- Laundry Room with Full Size Washer and DryerbrbrWe help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)brbrA Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support. brbr brbrAll our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay We've got you covered - no charge!
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(63)

$327.22

/ Nightly
Condo

Villa Madeira 307 Paradise! Many updates in this awesome Beach Front 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. 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 Welcome to paradise!! This lovely maintained 2 bedroom + den, 2 bath condo is located on the 3rd floor with long views of Madeira Beach. The den in this unit is equipped with an additional bed making it nice and comfortable for all. Fully stocked and updated kitchen, updated bathrooms with walk-in shower in the master bath, furnished and screened in balcony off of master bedroom and living area, full size washer and dryer in unit, heated pool on grounds and so much more! Villa Madeira has a great location that is approximately 1 mile from John’s Pass and near shopping, restaurants and other beach activities. Come and visit today! 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 –1 Queen Sized Bed, 1 Twin Sized Bedbr Den/Bonus room – 1 Twin Sized Bed, no closetbr1 Assigned Parking Space brOffsite Key Pick Up Needed at Check Inbr brMadeira 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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(35)

$206.66

/ Nightly
Condo

Endless Beach Views 2b 1.5b - Madeira Norte #513

Madeira Beach, Florida, United States

Madeira Norte #513 - Beginning May 4, 2026, the pool will be shut down for approximately a month while the pool is being resurfaced. Call today to inquire about potential discounts on affected nights.brbrEnjoy the tranquility and peace of being located on the top floor with the most stunning panorama of the beach and gulf. The Beach View location also provides the benefit of night-time views of Madeira Beach. With 940 square feet of living space, neutral colors and an open airy layout there is plenty of space for everyone. Two bedrooms with spacious closets and 1 and 1/2 baths provide privacy; there is ample seating in the dining and living areas. The private balcony may be accessed from the living room and master bedroom, offering welcome shade until late afternoon. Sunset views are guaranteed from the balcony 365 days of the year! Free Wifi. Please note that lost fobs will incur a replacement fee of $250, or the withholding of the equal security deposit, depending on the method of booking.brbrYou will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrThe unit sleeps six comfortably with 1 king and 2 twins & sleeper sofa in living area. There are 2 TVs in the condo, one in the master bedroom and a flat-screen in the living room. The non-smoking unit has its own washer and dryer, with a designated parking space, and there are ample BBQ facilities provided. brbrThere is one assigned parking space for this unit.brbrPlease note the Rules and Regulations for Madeira Norte Condominiums prohibit motorcycles on the property. The Board of Directors has authorized the removal of motorcycles via a local towing company. brbrThe beach is literally a few steps from the elevator, with private secure gate access limited to Madeira Norte residents. Our private heated pool offers an alternative to the warm crystal clear gulf waters, with ample poolside seating and umbrellas. brbrFor some shopping and entertainment, you are just a 2-minute walk from John's Pass Village, a quaint turn-of-the-century fishing village voted Pinellas County’s leading tourist attraction. For good reason, The Village offers a wide variety of restaurants, bars and shops. Enjoy some music at The ‘Bamboo Beach Beer Garden’ and ‘The Hut,’ or eat fresh fish caught daily at ‘Waltz Fish Shak.’ Several popular anchor tenants have also made the Village their home including Bubba Gump’s, Hooters and Hubbard’s Marina. Numerous novelty stores offer opportunities to pick up a souvenir and there is a Pirate-themed boardwalk popular with children of all ages. The Village also offers a variety of watersports on your doorstep, such as parasailing, jet-skis, boat rentals, dolphin watching and shelling, chartered fishing, even a Pirate Ship cruise aboard the Royal Conquest! brbrThe Sunhost onsite management office is located next door, providing 7 day a week maintenance with after hours emergency on-call personnel. You will find the unit to be meticulously clean, furnished with all kitchen utensils, bed-linens, towels, even extra pillows. Our friendly staff will provide local information and guidance, as well as general office services including copier and print boarding passes. brbrTampa International Airport is just 25 miles and St. Petersburg Clearwater International is 15 miles away.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(65)

$329.74

/ Nightly
Condo

Villa Madeira 408 Beautifully updated, Walk to John's Pass, Beach front!

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 brTop 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.brbr •Newly updated throughout in December 2023!brbr This Villa Madeira unit will become your vacation destination year after year! This beautiful 4th floor condo has a large, screened in balcony facing the beach and the Gulf of Mexico. The views are breathtaking from all areas of this unit. What a great place to spend your morning sipping coffee or reading the paper! The kitchen has been beautifully updated and is fully equipped with dishes, cookware, and all the comforts of home. Come relax, you'll never want to leave. The décor is coastal and comfortable plus the den can be used as another small bedroom. The master bath has been renovated with a large walk-in shower. The guest bathroom features a tub shower combo. You are within walking distance to restaurants, shops and other beach activities. Wireless Internet 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 – 1 Queenbr Bedroom 3/Den - 2 Twin Sized Bedsbr1 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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$221.5

/ Nightly
Condo

Charming 1BR/1.5BA Condo Steps from Madeira Beach

Madeira Beach, Florida, United States

Charming One-Bedroom, One-and-a-Half-Bath Condo – Just Steps from Madeira Beach!brbrEscape to paradise with this beautifully updated one-bedroom, one-and-a-half-bath condo, perfectly located just across the street from the soft sands and sparkling waters of Madeira Beach, FL. Whether you’re looking for a relaxing getaway or an investment property, this cozy and comfortable unit offers the best of beachside living with convenient access to local attractions, dining, and entertainment. The unit features newer sound-insulated balcony doors and windows, so when the doors are closed, you do not hear the traffic the way other units do. The unit has a king-sized bed in the bedroom, a sleeper sofa, and a full-size rollaway. brbrPrime Location: A short walk to Madeira Beach, one of the most sought-after beach destinations on the Gulf Coast.brFully Furnished & Updated: Tastefully decorated with modern finishes, this condo features an open and inviting living space, ideal for both relaxation and entertaining.brSpacious Bedroom: Enjoy a restful night`s sleep in the cozy, private bedroom with ample closet space.brConvenient Bathrooms: The one full bathroom and additional half-bath offer convenience and comfort for guests or residents.brBalcony/Outdoor Space: Many units in the building feature a balcony or patio space perfect for enjoying the sea breeze.brParking: Reserved parking available for residents and guests.brClose to Local Attractions: Enjoy being near the famous John`s Pass Village, great shopping, restaurants, and recreational activities like fishing, boating, and water sports.brIdeal for those looking to experience the beauty and laid-back lifestyle of Florida’s Gulf Coast, this property is perfect as a vacation retreat, rental investment, or permanent residence.brRules for this unit are as follows:brPets are not allowed.brSmoking is not permitted.brChildren are allowed.brThe minimum age limit for this unit is 21.
Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(26)

$175.92

/ Nightly
Condo

Just Renovated, New Kitchen & Upgraded Bath - Free WiFi - Surf Song

Madeira Beach, Florida, United States

Surf Song #331 - 1 bedroom 1 bath gulf view over roof - common balcony. King in bedroom, single sleeper sofa. Non Smoking. Patio w/ chairs. Great third floor, near elevator. New kitchenette, Nice floor plan. Next door management office by SunHost. Free Wifi brbrYou will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrWhen staying in a SunHost unit you will also have access to 7 day a week office staff, office services (copy, print boarding passes etc.) We also have maintenance available 7 days a week if you experience any issues at the property and an after hours emergency on call person. This is a non smoking unit.brbrOf course, Surf Song Resort is not only known for its comfortable and sought after rentals, but also for its premiere location along Madeira Beach. Here you will enjoy a short walk to the gorgeous gulf beaches, heated swimming pool, as well as all other amenities including John's Pass Village. The Pass is a quaint turn-of-the-century fishing village and Pinellas County's #1 tourist attraction. The Village has over one hundred unique shops, a variety of restaurants, the local fishing fleet, dolphin watching and shelling tours, boat rentals, parasailing and jet skiing. Best of all as a SunHost customer you can walk to this great entertainment destination. Anchor tenants include Bubba Gumps, Hooters and Hubbards Marina and also world famous Bamboo Beer Garden. brbrMadeira Beach is a sought after community, just west of St. Petersburg. Its 2.5 mile beach is popular with sun lovers and offers some of the best fishing in the area. This Gulf getaway has something for everyone, including dolphin watching, water sports along some of the most beautiful crystal clear waters in the world. brbrNearest airports are Tampa International Airport at just over 20 miles and St. Petersburg Clearwater International at 10 miles away.
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(78)

$302.77

/ Nightly
Condo

Trillium 5C Stunning beach front condo, beautifully remodeled w|amazing views

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 • 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 From the moment you enter, this totally renovated north corner condo will take your breath away. Enjoy sweeping views of the beach and the Gulf of Mexico from your private balcony. Inside your condo, the contemporary décor creates the perfect atmosphere to relax and unwind. The spacious living area has plenty of room to gather with friends and family. Or if you prefer, curl up with a good book in the separate sitting area. Care to dine in for the night The state of the art, fully equipped kitchen will awaken your inner chef. Other amenities include a washer and dryer, flat screen TV’s in the living room as well as both bedrooms and wireless internet service. PLEASE NOTE: This is a non-smoking property.br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – 1 Queen/1 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.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Madeira Beach