
Beachfront holiday rentals in Anna Maria
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Anna Maria
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Beachfront condo in paradise w hot tub AMI
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

"Dream Away" at The Beach Dreams Resort
Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

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

Oceanfront: Open Su - Th, $225/nt + Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool
Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

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.

Shorewalk full condo AnnaMaria Beaches IMG
1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, 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

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first
Popular amenities for beachfront rentals in Anna Maria
Pet-friendly beachfront home rentals

Sunny PaG Island rental w/bikes-just steps2beach

Quiet Beachfront Bungalow on Florida’s Gulf Coast

New Beachfront Resort Condo in Paradise

Summer House longboat key

Beach Days & Family Fun - Last Minute Openings

Casa de B.O.B ... Best on Beach

Amazing views on beachfront

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥
Beachfront home rentals with a pool

Amazing View, Updated Beachfront Condo

Waterfront Condo - Sunset View of Tampa Bay

COASTAL CHIC! Luxury Apartment with Oceanviews

Lux Condo w/ 2 balconies, Ocean & Marina views

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Sunset and beach view from your balcony Unit 403

Upham Beach-Paradise in St. Pete Beach & Parking!

Easy access to St. Petersburg beach, a minute walk
Private beachfront home rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Cool Breeze by Beach Boutique Rentals

Perfect Summer Getaway, Stunning Water Views #608

Sailfish Gulf Suites #1, Beachfront, Steps to the

Do you love the beach?

Sunset Shells

Sunshine Beach Bungalow That Is a Unique Treasure
Quick stats about beachfront rentals in Anna Maria

Total holiday rentals
Explore 10 holiday rentals in Anna Maria

Nightly prices starting at
Anna Maria holiday rentals start at $257 SGD per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Anna Maria holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria rentals

4.9 Average rating
Anna Maria stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Flat rentals Anna Maria
- Fitness-friendly rentals Anna Maria
- Rentals with a washing machine and dryer Anna Maria
- Rentals with a patio Anna Maria
- Bungalow rentals Anna Maria
- Luxury rentals Anna Maria
- Apartment rentals Anna Maria
- Rentals with a firepit Anna Maria
- Rentals with a hot tub Anna Maria
- Pet-friendly rentals Anna Maria
- Family-friendly rentals Anna Maria
- Waterfront rentals Anna Maria
- Rentals with beach access Anna Maria
- House rentals Anna Maria
- Rentals with a kayak Anna Maria
- Rentals with lake access Anna Maria
- Cottage rentals Anna Maria
- Rentals with pools Anna Maria
- Rentals with outdoor seating Anna Maria
- Rentals with a fireplace Anna Maria
- Beachfront rentals Manatee County
- Beachfront rentals Florida
- Beachfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Englewood Beach




