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Pet Friendly Vacation Rentals in Treasure Island

(171 rentals)
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 9 miles to Clearwater Beach

Key Amenities

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

About this property

Welcome to Citrus Coastal Retreat! This 3-bedroom home near Indian Rocks Beach offers a private pool, tropical yard, and cheerful sunshine and lemon-inspired decor. Enjoy a fully equipped kitchen, cozy living space, and outdoor dining area perfect for relaxing. Just minutes from the beach, dining, and...

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$179
avg per night
St. Petersburg House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 2 miles to North Shore Beach

Key Amenities

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

About this property

Very large 4 bedroom waterfront single family home overlooking Tampa Bay and the lights of downtown St. Petersburg. Perfect value play for family in town for wedding, corporate event, sporting events or just weekend away. Perfect opportunity for the family to stay together under one roof at less expense...

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Featured review

"Serene Oasis: Bay Beauty"

I recently had the pleasure of staying at the Bay Beauty and it truly lives up to its enchanting name. The house is an absolute gem, boasting spaciousness, beauty and a remarkable attention to detail left...

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$1,307
avg per night
New
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Indian Shores

Key Amenities

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

About this property

Perfect family getaway in Largo, FL—JUST 10 MINUTES TO GULF BEACHES! This 3BR/2BA home features a fully stocked kitchen, outdoor living space with TV, a cozy cute interior, and all the essentials for your beach day. Explore nearby restaurants and shopping, walk to the local Rec Center or nearby...

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$130
avg per night
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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$136
avg per night

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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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$740
avg per night
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 5 bathrooms
39 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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$535
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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$1,067
avg per night
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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$189
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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$200
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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$195
avg per night
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#1802Live Like a Local in Indian Rocks BeachWelcome 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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$903
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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$302
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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$190
avg per night
Indian Rocks Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
58 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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$441
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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$361
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
New
Indian Rocks Beach Apartment
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This ground-floor unit is designed for relaxed beach days and easy family time. Two bedrooms, two full baths, a bright living area, and a fully equipped kitchen for simple at-home meals. Sleeps up to eight with fast WiFi, smart TV, and beach gear included. Direct pool access makes cooling off effortless,...

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$336
avg per night
Special Offer
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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$289
avg per night
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 spaceEscape 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 friendlyThe 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
Clearwater House
Sleeps 8, 3 bedrooms, 2 bathrooms
26 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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$232
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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$322
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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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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$1,000
avg per night
Clearwater House
Sleeps 14, 4 bedrooms, 2 bathrooms
4 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

"Close to bike trails and golf!"

We had a great stay, the backyard was great for the kids and the dogs! Walking distance to the golf course and easy access to the Pinellas trail. Less than 10 minutes drive to Dunedin and Clearwater Beach....

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$499
avg per night
New
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 VillaExperience 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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$75
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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$76
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
97 reviews

Key Amenities

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

About this property

True Beachfront Escape + Elevator + Hot Tub + Golf Cart | Serendipity Anna MariaWelcome to Serendipity, your pet-friendly beachfront sanctuary on the coveted north end of Anna Maria Island — where quiet mornings, spectacular sunsets, and the rhythm of the Gulf create the perfect island escape.Perfectly...

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$1,112
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms
76 reviews

Key Amenities

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

About this property

Luxury Coastal Retreat + Elevator + Complimentary Golf Cart | Serendipity DeuxWhere luxury meets effortless island living, you’ll find Serendipity Deux — a beautifully designed 4-bedroom retreat offering refined interiors, premium beach access, and an unbeatable Anna Maria Island location.From...

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$2,127
avg per night
Anna Maria Island House
Sleeps 16, 6 bedrooms, 4 bathrooms
8 reviews

Distance to beach: 45 feet to Gulf of Mexico

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • 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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$935
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

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

About this property

Steps to Beach + Heated Pool + Golf Cart & Bikes | North End RetreatThis 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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$940
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6 bathrooms
6 reviews

Key Amenities

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

About this property

Shangri-La | Gated Bean Point Estate — Anna Maria Island’s Most Coveted LocationWelcome to Shangri-La, a rare and extraordinary beachfront estate perched on the exclusive tip of Anna Maria Island at Bean Point — widely considered the island’s most breathtaking and sought-after...

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$2,451
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
34 reviews

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 | Hot Tub + Fenced Yard + Golf Cart | North Shore Retreat 3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet Friendly | Private Hot Tub | 6-Passenger Golf CartWelcome to Key Lime Cottage, a charming north-end escape tucked along coveted North Shore Drive on Anna Maria Island. Just a short...

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$588
avg per night
Anna Maria Island House
Sleeps 8, 5 bedrooms, 5 bathrooms
39 reviews

Key Amenities

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

About this property

Beachfront Luxury + Pool Deck + Complimentary Golf Cart | Cloud 9Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group...

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Featured review

"Paradise!"

This home was perfect for our family vacation- great views, clean, well stocked, we will definitely be back! Thank you!

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$2,196
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
76 reviews

Key Amenities

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

About this property

Private Pool Oasis + Beach Volleyball Court + INCLUDED Golf Cart | Fanta-SeaEscape to Fanta-Sea, your private tropical retreat on the coveted north end of Anna Maria Island — where backyard fun, beachside relaxation, and effortless island exploring come together.Step through your back gate...

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$1,403
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
63 reviews

Key Amenities

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

About this property

Steps to Beach + Heated Pool + Putting Green + Golf Cart | WavesWelcome to Waves, your beautifully remodeled coastal retreat on Anna Maria Island — where modern luxury, effortless beach access, and resort-style outdoor living create the ultimate island escape.Perfectly positioned just across...

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$997
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sandcastle – Beachside Escape with Heated Pool, Golf Cart & Island Adventure Gear3 Bedrooms | 2.5 Bathrooms | Heated Pool | Golf Cart | Bikes | Paddle Boards | Kayaks | Steps to the BeachWelcome to Sandcastle, your perfect Anna Maria Island beach retreat. Ideally located just across...

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$815
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
70 reviews

Key Amenities

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

About this property

Beachfront boho escape on Anna Maria Island NEW heated Gulfside pool + hot tub with sunset views 4BR layout with private cottage for extra space & privacy Steps to the sand + paddle boards, bikes & INCLUDED 6-passenger golf cart Serene north-end location — the island retreat guests...

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$1,429
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Salt + Sol | Canal-Front Oasis + NEW Heated Pool + Golf Cart | North End RetreatWelcome 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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$673
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 HarborWelcome 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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$371
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 34216Welcome 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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$990
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
58 reviews

Key Amenities

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

About this property

Waterfront Pool Retreat + Dock & Boat Lift + Golf Cart | Beach BlissWelcome to Beach Bliss, your waterfront escape on Anna Maria Island — where relaxed luxury, boating adventures, and effortless island living come together for an unforgettable stay.This beautifully designed 4-bedroom,...

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$985
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 DockLuxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...

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$890
avg per night
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