
Bungalow holiday rentals in Anna Maria
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Top-rated bungalow rentals in Anna Maria
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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 share heated pool

Bougie Bungalow at the Beach
This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Bay Breeze Cottages #3
Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

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!

Charming Mid-Century Retreat by Arlington Park 1
A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home stands as a testament to the mid-century boom that shaped Sarasota. With 2 bedrooms, 1 bathroom and a separate office/sunroom with doors should you need quiet while working on vacation, it has it all. Positioned perfectly, our location boasts more than just the city's dynamic arts scene, delectable eateries, and beaches. Arlington Park is a block away.

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Sugar Sand Cottage-beach 8 miles away
Charming 2 Bedroom, 1 Bath bungalow centrally located in Sunny Bradenton Florida. LECOM Park (Pirates baseball) is less than a mile away. Manatee Beach is 8.6 miles, about 16 minutes away. The Anna Maria Island Water Taxi is 2 miles away if you want to avoid the in-season traffic. This house is privately owned. Security cameras onsite. By accepting this reservation, you accept all risk of injury while on property and will not hold owner responsible.

Your private Waterfront Pool home!
Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

Lemon House near Downtown Tampa
Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.

Cozy AF Jungle-House Hideaway
We invite you to the **Cozy AF Jungle House**! Step into the foliage and immerse yourself in the jungle vibes. With every glance, you'll discover something new—from the sabretooth tiger skull to the romantic hot tub and even a crystal hanging banana. Adventurers, dare to play Jumanji if you’re feeling bold! Our goal is not just to provide a place to stay, but an experience you’ll cherish forever.

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa
This unique bungalow has a style all its own. Two Swings is your Home away from Home while being close to everything Downtown Tampa has to offer. 10 minute Walk to University of Tampa, 10 minute Walk to Armature Works, 5 minute to Drive to Downtown Tampa - Amalie Arena, Water Street District, Tampa General Hospital and so much more.
Popular amenities for bungalow rentals in Anna Maria
Beachfront bungalow rentals

Private Bungalow Steps to the Beach #14

Cute beach cottage w/ grill, yard, deck & AC

Redington Beach Bungalow only a few steps to beach

Historic SeaHorse Bungalow | Pass-a-Grille

Heated Pool, Spa, Sleep Number Beds, Beach, Clean!

Davis Island Bungalow

Townhouse style condo 1 block from beach!

Barefoot Boho- Breezy Bungalow on the Beach!
Private bungalow rentals

Coastal Luxe Pet-Friendly Beach Private Balcony

Cozy Bungalow Minutes from Anna Maria Island & IMG

Crescent lake Mins to Downtown Hot Tub

Hyde Park - Entire Remodeled Bungalow

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Bungalow life!

Cheerful 3BR bungalow with hot tub near beaches

Pink Flamingo: 4 Beds/3 Baths Screened Pool Oasis
Other bungalow holiday rentals

Charming and Historic 3 Bedroom Bungalow

Downtown Beach Bungalow

325 Canal Rd - Siesta Key House

Cozy bungalow & minutes from the beaches

La Caña | Stylish 2BR Bungalow with Porch

🌴The Palm & Pine🌴 Near downtown and beaches!

Coastal Bungalow by the Marina Downtown!

Gorgeous Sarasota Private Home with Heated Pool
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Manasota Key Beach
- Jannus Live
- Englewood Beach





