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Pet Friendly Vacation Rentals in Treasure Island

(171 rentals)
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 0.4 miles to 4th Ave Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful single family home features a large private heated pool with view of canal and mangroves. Palm trees line the property and provide shade for your afternoon nap. Numerous sea birds visit to fish in the lagoon, and you can kayak into the intracoastal waterway and enjoy dolphins, manatees...

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Featured review

"Love This Place!"

I so love spending time at this location! The house is spacious, clean, well stocked, and the pool area is so relaxing. The pool is warm and one day when it felt cold, Josiah was on it and had the issue...

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$500
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Indian Rocks Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

If there's a place that captures the essence of relaxation, it's our bright, spa-like oasis. Just minutes from the beach, with a sparkling clean hot tub, and a huge backyard with a smokeless firepit, our home has everything you need to have a relaxing getaway. The interior is bright with lush...

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$153
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Beauty and the Beach awaits friends & families who love life and work! At the end of a cul-de-sac, 2 blocks to the white sand beach and 3 feet from the intercoastal canal. If you love swimming, fishing, boating, kayaking, starfish finding water play... stay here! Located on the water with 2 boat docks...

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$741
avg per night
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 5 bathrooms
34 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Welcome to Villa Azule, your luxurious Indian Rocks Beach retreat! - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom, accommodating up to 10 guests. - Outdoor amenities include a boat lift, propane grill, fire pit, bikes, and...

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$613
avg per night
Indian Rocks Beach House
Sleeps 12, 4 bedrooms, 4 bathrooms
6 reviews

Distance to beach: 300 yards to 8th Ave

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Bahia Paradise – Your Inclusive Waterfront Escape in Indian Rocks Beach! Indulge in the ultimate luxury retreat at this stunning 4-bedroom, 4-bath waterfront haven, where every detail is designed for relaxation, connection, and effortless coastal living. Whether you're planning...

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Featured review

"Amazing water front home"

This home was perfect for our 3 generation get away! Boat dock was perfect for our boat and pool was refreshing after a day in the sun. We’ll be back!

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$1,105
avg per night

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Largo House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Bring the whole family to this great place with lots of room for fun. This 4 bedroom 3 bath space is located less than 4 miles east of Indian Rocks Beach. This house also offers a two car garage and walking distance to Taylor Park which is connected to the Pinellas Trail. Pet friendly home with completely...

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$195
avg per night
New
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends. Description Step outside your private balcony overlooking...

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$169
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Fantastic Beachside get away! This 2 bedroom 2 bath condo is located on the highly sought after Indian Rocks Beach! Bright and comfortable. Literally only steps to the sand! You will love the coastal decor and furnishings. Sleeps 6 comfortably. The master bedroom has a queen bed . The second bedroom has...

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$204
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Bring the whole family to this great place with lots of room for fun. This two bedroom two bath unit is walking distance to the beach and many other wonder places at Indian Rocks Beach, Florida. This place has a wonderful outside area to relax and soak up the sun.

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$214
avg per night
New
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

BTR#1802 Live Like a Local in Indian Rocks Beach Welcome to your **modern coastal retreat**, perfectly positioned across from the scenic Indian Rocks Nature Preserve and just minutes from the white sand beach. This spacious executive home offers the ideal blend of **comfort, convenience, and playful...

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$1,008
avg per night
Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

BTR 2193 Pack your bags and get ready to relax at this 3-bedroom, 2-bath vacation rental house in Indian Rock Beach. Just steps from the beautiful Gulf of Mexico beach. Direct access to the beach entrance located on the same street as this home. This beautiful home was completely renovated in 2023. It...

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Featured review

"Beautiful home and great location"

Wonderful location and home. It had everything we needed including chairs for the beach. We hope to stay here again.

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$346
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Premier location in the popular beaches of Tampa Bay/ Clearwater area. -Five minutes walk to the popular Indian Rocks Beach - Shops, parks and restaurants are just around the corner -Amazing water views and lots of natural light -Private heated Swimming Pool & Spa -Kayak for two and 2 stand boards -...

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$537
avg per night
Indian Rocks Beach House
Sleeps 4, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Pack your bags and get ready to relax at this 2-bedroom, 1-bath vacation rental house in Indian Rock Beach. Just steps from the water and boasting terrazzo floors, new furnishings, and a lanai overlooking the enclosed backyard, this cozy house has accommodations for 4 guests. Stroll the nature preserve...

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Featured review

"Great little house."

We (2 girls) rented this for a week. The house was well equipped. It was spotlessly clean. It was about 3 blocks from the beach. There are beach chairs, umbrella and a cart to bring to the beach. The bathroom...

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$220
avg per night
Indian Rocks Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
54 reviews

Distance to beach: 75 feet to Indian Rocks Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stunning Gulf-Front 3BR Condo | Pet-Friendly | Newly Remodeled You are going to LOVE this breathtaking 3-bedroom, 2-bathroom end-unit condo directly on the Gulf of Mexico—with spectacular water views from every room! Recently remodeled, this unit truly stands out from others in the community with...

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Featured review

"Excellent for families with a dog"

The owners are super responsive and the condo was great. Perfect location. My only comment would be that the beds in the two guest rooms need to be updated.

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$480
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 3 miles to Belleair Beach, Florida 33786

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

HEART and SAVElisting to receive real-time notifications and promotions. A blend of comfort and luxurious style greets you as soon as you enter this gorgeous Private Spacious Pool Home getaway with endless outdoor activities including putt putt, outdoor movie theater among many other games. While furnishing...

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Featured review

"Resort like Feel!"

Convenient, close to shopping, beach and activities and in a nice neighborhood. Clean, well equipped home with comfortable space. Beautiful pool, inviting large fire pit area, game room make this home...

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$378
avg per night
New
Indian Rocks Beach Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Spacious 3BR WATERFRONT escape with dock, pool table, SUPs, beach gear, sunsets, and a quick 3 minute walk to the sand. Perfect for families, groups, and memory-making stays in the heart of Indian Rocks Beach. 3/2, Sleeps up to 7. Description *Your Private Intracoastal Retreat — Just Steps from...

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$190
avg per night
Indian Rocks Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This fully updated home is walking distance to beach. Sleeps comfortably 6 people. Hot tub coming September 2024!

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Featured review

"Excellent hosts"

Fully updated and conveniently located, this duplex is hosted by a lovely couple with your comfort in mind. Quiet neighborhood, 2 blocks from beach. VERY clean. Kitchen equipped with top of line appliances....

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Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your own private oasis in Largo, Florida! This exceptional 3-bedroom, 2-bathroom canal-front pool home offers a perfect blend of comfort, beauty, and waterfront living. You'll enjoy a relaxing getaway in a serene and picturesque neighborhood. As you approach the property, you'll be...

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Featured review

"Family vacation"

Great property with all the fixin’s. This property had all the amenities needed for a comfortable stay. Clean, great location, and a great place to rent.

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$317
avg per night
New
Indian Rocks Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Indian Rocks Beach- 2 minute walk

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Book EARLY to secure your vacation! Rare high season opening at this waterfront beach home — walk to Indian Rocks Beach and enjoy private dock access! Welcome to your private coastal getaway! This fully renovated 3-bedroom, 2-bath single family home is perfectly located on the Intracoastal Waterway—just...

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$300
avg per night
Largo House
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

About this space Escape to this coastal paradise with heated salt water pool & spa, perfect for winter getaways. Minutes to Indian Rocks Beach. Features fire pit, smart home amenities and Outdoor gas barbecue. Ideal for families & extended stays. Pet-friendly. Snow-bird friendly The space Three...

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Featured review

"JC"

Una descripción larga es un texto detallado y extenso que acompaña a una imagen compleja o información que no puede ser transmitida adecuadamente solo por el texto alternativo (ALT), proporcionando toda...

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$344
avg per night
New
Clearwater House
Sleeps 8, 3 bedrooms, 2 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Clearwater Cabana - your 3 Bed, 2 Bath, private oasis located in the city of Clearwater, just a short 15 minute drive to world famous Clearwater Beach. This professionally decorated home is located on a quiet residential street and has been outfitted to provide utmost comfort to our amazing...

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$260
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 Bedroom/2.5 Bath Town home with a direct view of the beach! Town home directly on the Gulf. Direct Gulf Views from 4 rooms, and 2 large balconies, overlooking the beach. Lush landscaping. Enjoy your meals on the patio overlooking the Gulf. Big swimming pool, NOW HEATED in winter and cooled in summer!...

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Featured review

"Best Beach Vacation Condo!"

We have rented this beautiful condo 3 separate vacations with my family that comes from Russia to visit frequently. The location is absolutely perfect! The beach is pretty much always empty and the pool...

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$321
avg per night
New
Clearwater Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Resort-Style Waterfront Condo Grand Venezia at Baywatch Enjoy luxury living in this 2nd-floor 2BR/2BA condo located in the gated Grand Venezia at Baywatch community, featuring a split-bedroom layout and stunning water views from the primary suite. Highlights include granite countertops, fresh paint,...

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$93
avg per night
Clearwater Beach House
Sleeps 12, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Experience coastal luxury at this one-of-a-kind beachfront retreat with breathtaking, unobstructed views of the shoreline. This beautifully appointed home features four spacious bedrooms and three well-designed bathrooms, comfortably accommodating guests with five queen beds and one king bed. Every bedroom...

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$1,083
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...

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Featured review

"Wonderful Home Away From Home"

Excellent location, great accommodations, everything our family needed for a great vacation. Well stocked and very comfortable. We will definitely go back and recommend to our friends and family.

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$499
avg per night
New
Special Offer
Clearwater Beach Townhome
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...

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$650
avg per night
Clearwater Beach Villa
Sleeps 15, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Clearwater Beach Waterfront Modern Villa Experience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway. Property...

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$700
avg per night
Clearwater Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted...

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$88
avg per night
Dunedin Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 4 miles to Clearwater Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Beautiful and charming 1 bedroom, 1 bath cottage located in sunny, salty, coastal town of Dunedin. This place is truly special. Updated throughout, enjoy the benefits this home and location! Find peace outdoors on the travertine decking with lush vegetation to provide plenty of privacy. Walk down...

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$77
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you...

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$1,500
avg per night
Anna Maria Island House
Sleeps 16, 6 bedrooms, 4 bathrooms
6 reviews

Distance to beach: 45 feet to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next...

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$974
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Steps to Beach + Heated Pool + Golf Cart & Bikes | North End Retreat This beautifully remodeled 4-bedroom, 4-bath Anna Maria Island vacation home is perfectly situated on the coveted north end — just steps from the Gulf of Mexico. With a convenient beach access path directly across the street,...

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$825
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This luxurious, fenced, and gated private property offers an escape from the everyday, inviting you to unwind and rejuvenate in a setting of unparalleled beauty and comfort. Available for...

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$4,000
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 50 feet to across the street

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Key Lime Cottage – 880 N Shore Drive, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet Friendly | Private Hot Tub | Fenced Backyard Welcome to Key Lime Cottage, a charming slice of island life nestled along the coveted North Shore Drive on Anna Maria Island. With room for up to...

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$725
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! This beachfront blends modernity with relaxation to give your group a heavenly experience. Located in a prime location on the North End of Anna Maria Island, Cloud 9 has everything that your group needs for a perfect vacation. Each of the 4 bedrooms is professionally decorated and...

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$2,421
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Your Exclusive Tropical Retreat! Indulge in the privacy of your own backyard oasis, complete with a sprawling pool and a dedicated Beach Volleyball Court. Open the back gate and find yourself steps away from the pristine Gulf Beaches. This ground-floor haven offers unparalleled convenience,...

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$1,800
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to Waves - Your Perfect Anna Maria Island Getaway! Experience the ultimate beach retreat at Waves, a luxurious 4-bedroom, 3-bathroom vacation home located on the picturesque Anna Maria Island. Nestled just across the street from the sun-kissed sands and azure waters of the beach, this property...

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$1,008
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Welcome to your Gulfside, bohemian escape! Serendipity Gulf’s minimalistic, peaceful approach to decor strips away all the unnecessary to leave you with a serene oasis out to the beach that lies just beyond the back door. The clean, white decor within the home leaves plenty of opportunity for your...

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$1,500
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Salt + Sol | Canal-Front Oasis + NEW Heated Pool + Golf Cart | North End Retreat Welcome to Salt + Sol, your serene canal-front escape on the coveted north end of Anna Maria Island. This bright and breezy 4-bedroom home blends relaxed coastal elegance with modern comfort — all just minutes from...

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$856
avg per night
Safety Harbor Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Cozy 2/1 Walkable to dwtn Safety Harbor Welcome to our charming 2-bed- 1-bath apartment in the heart of Safety Harbor Downtown! This modern and stylish apartment offers perfect base for your stay, with its prime location just steps away from all the local shops, restaurants, and attractions. Explore...

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$171
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can...

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Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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$394
avg per night
Anna Maria Island House
Sleeps 12, 5 bedrooms, 5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Vitamin Sea by Beach Retreats Vacation Rentals 146 Crescent Dr, Anna Maria, FL 34216 Welcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool and...

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Featured review

"Paradise"

Vitamin Sea exceeded all expectations for our week's vacation for our family of 12. Location was perfect for daily visits to both sides of the island. House is stunning and fully equipped for swimming,...

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$1,212
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to paradise at our stunning vacation rental, located at 230 Lakeview on beautiful Anna Maria Island. This exquisite property offers the ultimate coastal getaway, boasting a brand-new pool and spa where you can unwind and soak up the Florida sun in style. For those seeking outdoor fun, our rental...

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$1,113
avg per night
Anna Maria Island House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared Dock Luxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...

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$921
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beachfront paradise awaits you at the TripleTail. Located in a prime location - just one block from Pine Avenue and the City Pier, the 4 bed/4 bath bayfront home offers everything you need for the perfect vacation. On the ground floor, you’ll find a beachfront king bedroom, along with a...

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$2,000
avg per night
Anna Maria Island House
Sleeps 14, 5 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 0.1 miles to Bayside Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated December 2024, with state of the art finishes! 5 King BR, 1 also has a Daybed + 2 King Sleeper Sofas, 1.5 Chaise Lounger, 5 BA Duplex can sleep 14 total with direct views of Skyway Bridge and Tampa Bay in front and at canal end in back with frequent visits from Manatees!! 3 King Bedrooms...

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Featured review

"Family holiday"

Fabulous location and spotlessly clean family villa with every conceivable convenience to hand. Fitted our purposes exactly and the addition of the kayaks, boat and bikes/golf cart if you wanted them was...

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$884
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.1 miles to 30 seconds to your left

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and...

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$736
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to your home-away-from-home! This 4-bedroom, 4 full bath, 2 half bath pet-friendly, canal-front retreat is made for making memories — whether you're here with family, friends, or your fishing crew. From sunrise to sunset, the views,...

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$983
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Please reach out for a quote or if you have any questions, we respond quickly. Welcome to Sol Y Mar! This bright, newly refreshed 3 Bedroom beach house oasis features the perfect mix of modern decor mixed with touches of mid-century inspired furnishings and original terrazzo floors. Guest will love the...

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$405
avg per night
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