Beachfront vacation rentals in Anna Maria

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Top-rated beachfront rentals in Anna Maria

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Guest favourite

Bungalow in Indian Shores

4.95 out of 5 average rating, 153 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

Top guest favourite

Condo in Longboat Key

4.99 out of 5 average rating, 137 reviews

Condo with a View 2: Beachfront!

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!

Top guest favourite

Home in Bradenton Beach

4.99 out of 5 average rating, 72 reviews

Beach front! Sunsets + Bridge Street+ Restaurants!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Top guest favourite

Home in Holmes Beach

5 out of 5 average rating, 36 reviews

Wk of 6/29 now avail at last minute SALE rate!

What sets our brand new stunning beach home apart is its unbeatable location, HEATED POOL, stunning makeover & NEW bedrm, bathrm, lounge, & covered patio additions for even more spacious beauty! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. High-end fixtures, premium appliances, & plush furnishings create elegance. Garage, parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Guest favourite

Bungalow in Indian Shores

4.92 out of 5 average rating, 251 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Top guest favourite

Guesthouse in Bradenton Beach

5 out of 5 average rating, 168 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Top guest favourite

Condo in Indian Shores

4.99 out of 5 average rating, 112 reviews

Oceanfront living on Indian Shores Beach

Oceanfront condo right on the beach! Newly renovated with designer appointed accommodations. This beach front property makes you feel like you are staying in a 5 star hotel. PLEASE READ BEFORE BOOKING: This property will accomodate 4 adults. However, there is a blow up mattress for an additional two guests that can be used in the bedroom with the two twin beds. YOU MUST REQUEST 1 OR 2 MORE PEOPLE TO STAY BEFORE BOOKING!

Top guest favourite

Condo in Bradenton

4.98 out of 5 average rating, 207 reviews

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

Top guest favourite

Home in Anna Maria

5 out of 5 average rating, 27 reviews

'Walk on the Beach" heated pool North End AMI

Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. Take a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.

Guest favourite

Home in Holmes Beach

4.93 out of 5 average rating, 28 reviews

Luxury 3BD Beachfront Retreat with Heated Pool!

Step directly onto the sand from this luxury Gulf-front retreat in the heart of Holmes Beach. With a private heated pool, three king bedrooms—each with en suite baths—and high-end design throughout, Sandy Bottoms Beach House offers a rare combination of beachfront serenity and modern comfort. Relax on the private patio, take the trail to the beach, and enjoy a front-row seat to Florida’s most stunning sunsets.

Top guest favourite

Cottage in Indian Rocks Beach

4.96 out of 5 average rating, 136 reviews

𖤓Updated Stilt home: just steps to the beach!𖤓

Experience a stylish and relaxing beach vacation at our vacation retreat! We are a very popular spot for Honeymooners and anniversaries! As a 4-year Superhost, we offer a charmingly renovated home just steps away from the beach and local restaurants. Explore Indian Rocks Beach with our provided bikes and unwind in the bubbly spa. Escape the everyday and find paradise here! BTR #2292

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 327 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!