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Pet Friendly Holiday Rentals in Madeira Beach

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    Travellers to Madeira Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in Madeira BeachView all 266 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
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    About this property
    Beach Chill Inn #2 Recently updated, this cozy beach studio boasts a kitchenette and a small dining table and chairs, all just steps from the beach! With a perfect landing spot like this, after a long day in the famous Florida sunshine, take advantage of the comfortable bedding, the 42' flatscreen...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Beach Chill Inn # 4 This recently updated beach studio is the perfect landing spot after a day in the sun! Boasting a small kitchenette, free WiFi, and breathtaking ocean views, this cozy studio offers everything needed for that perfect beach getaway. Enjoy the BBQ area ready and waiting with a...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Charming cottage, steps to the beach1 / 17
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Terrace
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    • Patio
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    Madeira Beach, had so much to do, Great places to eat, dinner cruise, Beautiful beach, cottage was perfect, close to everything.
    Reviewed 9 January 2018
    My husband and I rented this cottage for out honeymoon. The location is perfect, everything is in walking distance. The cottage had all the amenities we needed and it was...
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    Studio apartment Upstairs with queen bed, 1 bath, full kitchen - Sleeps 2 Cottage by the Pass upstairs unit offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    MADEIRA BONITA1 / 39
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Housekeeping Included
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    • Cable/satellite TV
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    • Wi-Fi
    • Washer
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2018
    Very nice and clean apartment. Great location, less than a block from the beach. Excellent if you are going with kids and family. Kitchen was a plus, it was very easy to make...
    Reviewed 9 October 2018
    Apartment is very comfortable, very spacious, excellent beach. This unit has everything you need, The apartment was exceptionally beautiful with its beach decor and new...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Shell Island1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 9 April 2018
    my family fell in love with this condo reminded us of a nice lake cottage with the beach right outside your back door. beautiful view from the deck close to johns pass and the...
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    About this property
    Shell Island is a one bedroom one full bath ocean front condo. It is a second floor unit that boasts beautiful ocean views. The bedroom has a Queen size bed with beach/ocean views from the side windows. The living room also features ocean views and has a queen size murphy bed and couch. This unit...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Condo with Spa and Marina, 100 steps to the white sandy beach and a 2 min. walk to famous John's Pass Boardwalk. Everything you could want or need within walking distance. EAT, SHOP, PLAY, FISH or just RELAX on the beach or by the heated POOL. The resort also has 24 hour attendee and...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This resort is walking distance to everything you might want. Shopping, next door restaurant, across the street beach, and the back of the building is a Marina, The condo is fully equipped with everything you might need. Beach Chairs Umbrella kitchen with everything you might need. Table seats 4...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Lovely unit right across from the beach. Queen bed in both bedrooms and sofa sleeper. Amenities in the building Interior access to the unit Key code - no keys to mess with Massage and spa and beauty in building activity room 24 hr. front desk Owner managed so you get what you booked. Easy contact...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    *Pet Friendly* Welcome to Madeira Bay Resort Marina and Spa overlooking the scenic intracoastal. Features include Heated Pool, Wi Fi, Washer/Dryer, Fully Equipped Kitchen, Balcony. Onsite spa and restaurant. Located directly across the street from the beach and just a short stroll to John’s Pass...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
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    Starfish Cottages Preserving the quaint image of this Madeira Beach Property with old Florida Charm, this two bedroom Pet Friendly bungalow. This is directly on beach with your private deck to relax and watch the sunset. Enjoy the beautiful beach setting in your cottage equipped with Wi Fi,...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The Jungle Oasis Studio is a ground floor unit that boasts ocean views. Upon walking into the unit to your right you will find a bathroom with toilet, sink and shower. You will also enter right into the kitchen with microwave, refrigerator, two top burner stove, toaster oven, coffee pot, dining...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Fisherman's Reef is a brightly decorated, ocean front condo that is a ground floor unit and has two bedrooms & 1.5  baths. First bedroom has a Queen size bed and full bathroom with tub/shower combo, off the first bedroom you will find the second bedroom featuring a Queen bed and a futon sleeper...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Preserving the quaint image of this Pet Friendly Madeira Beach Property with old Florida Charm here. This one bedroom is steps to the beach. It does not have a water view but faces Gulf Blvd. Enjoy the beautiful beach setting that Madeira Beach offers in this cottage equipped with Wi Fi, Grill and...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Beach Vacation Paradise Famous John's Pass1 / 12
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Balcony
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2019
    This two bedroom condo had everything we needed to allow us to have a great time in Madeira Beach! It is perfectly located on the beach and across from all the many shops and...
    Reviewed 7 March 2019
    We had a girls trip to Florida in Feb from the cold Midwest. We stayed at Crystal place it had everything we needed. We got there early and was able to meet Crystal. She was...
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    About this property
    Vacation Beach Condo 2/2 with heated swimming pool directly across the street from the famous John's Pass in Madeira Beach Florida that offers fishing, boating, watersports, shopping, restaurants, clubs,.sports bar .... Vacation paradise at its finest !!!! No Smoking inside condo or in the...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Captain's Quarters is a second floor unit that's two bedroom, two full bath ocean front condo. First bedroom has a Queen size bed and full bathroom with tub/shower combo, off the first bedroom you will find the second bedroom featuring a twin trundle bed and the second full bath with tub/shower...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Secure Parking
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Invite all your family, friends, and Co workers there is plenty of room on the beach for everyone and lots of parking at the church (except on sunday mornings). 12 sleep in beds, 8 sleep on couches, fouton, inflatable twin and extra king inside. There are 4 hammocks and 4 comfortable loungers out...
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    33708, Madeira Beach, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    *NOTE: This home has exterior security cameras, and there are other vacation rentals on site Experience Madeira Beach like never before at this 3-bedroom, 2-bath vacation rental, across the street from the Gulf of Mexico. This beachfront condo sleeps 6 and offers over 1,000 square feet of...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Let this seaside studio serve as the foundation for your rejuvenating retreat to the Sunshine State. This cozy vacation rental is well-appointed with accommodations for 2, all the comforts of home, and a private patio. Nestled in the heart of Madeira Beach, you're within walking distance of the...
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    32708, Madeira Beach, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Your relaxing Florida getaway begins at this stunning apartment nestled in the heart of Madeira Beach! This 3-bed, 3-bath vacation rental has accommodations for 9 guests - perfect for a family holiday or couples retreat. With the ivory-sand shoreline of Madeira Beach across the road, adventures in...
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    32708, Madeira Beach, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Your Sunshine State holiday begins at this charming apartment situated just steps from the white-sand shoreline of Madiera Beach. This 2-bedroom, 2-bath vacation rental is well-appointed with accommodations for 6 guests, a private patio, and shared access to a grill and lounge chairs. This seaside...
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    32708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    *Note: This home has exterior security cameras, and there are other vacation rentals on site Retreat to the Gulf Coast at this 2-bedroom, 1-bath vacation rental just minutes from the beach! This top-floor condo, sleeping 6, offers a tastefully furnished interior with nautical decor, a full...
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    33708, Madeira Beach, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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