
Places to stay near Anna Maria Island
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Top-rated holiday rentals near Anna Maria Island
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Beaches & Bay Walk • 5 Min to AMI
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Beachfront condo in paradise with 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

Breezy Harbor AMI pool retreat near the Beach
Charming Breezy Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -We typically have shorter stays available, just ask! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Magical Guesthouse 1 mi from SRQ airport
@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Bradenton Beach Sunsets 3, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 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.

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Beach Don't Kill My Vibe by Beach Boutique Rentals
*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

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

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this coastal escape!

Kayak w/ Dolphins - Private Entrance Studio
Paddle with dolphins in Palma Sola Bay from this private-entrance, 2-room studio with living room, bedroom w/ queen, bathroom, food prep area (no kitchen sink). Two TVs, WIFI. Dock access in back yard includes use of kayaks/canoe or docking your boat. Quiet on dead-end street. Owner lives in back of house facing canal (see photo). Your space is private with a tropical street entrance & access to the back yard. Non-shedding dog considered with prior approval.

One Block to Beach - Ohana Hale Beachside 2 BR
COMPLETELY REMODELED February 2025! Aloha and welcome to our Island Home Ohana Hale AMI! Our home is designed for the ultimate beach vacation experience, featuring 2 cozy bedrooms and 1.5 baths. The open kitchen and living area create a spacious, inviting atmosphere, perfect for relaxation and fun. Be sure to check out our amazing 3rd-floor shared deck—it's the perfect place to watch stunning sunsets over the Gulf of Mexico.

Turtle Cottage - Anna Maria Island
Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.
Popular amenities for holiday rentals near Anna Maria Island
Other top sights near Anna Maria Island
Condo rentals with Wi-Fi

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Beach Escape & Pool, steps to Beach & restaurants

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Oceanfront: Open Thusday, $150/nt + Fees!

Steps to the beach! Condo with pool at The Terrace
Family-friendly house rentals

Be an AMI

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Charming Beach house amongst huge Banyon Trees

Heated Pool, Elevator, Dock, Waterfront, Fire Pit

Cayman Cay #201 - Beach & Pool

Walk 2 blocks to Beach + Private Pool + King Beds!

*Heated* Pool Home Minutes to Anna Maria Beaches
Apartment rentals with air conditioning

2 min walk to beach Paradise

Island Living - Walk To the beach

Lido Key FL Studio/Efficiency 5

Ocean Front Condo!

Ocean Blue adorable new studio !

Serenity on the Manatee

Popular Beachside Studio w Relaxing Patio & Palms!

High Tide @ Tides Inn
Other great holiday rentals near Anna Maria Island

Beachfront Corner Condo | Sunset Gulf Views

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Beachfront Paradise! Ground level with Heated pool

Pool & Sand Volleyball | 3 Kings | NearAMI & IMG

250 steps from Beach Access! Heated pool and spa

Sea Shack - 2bd/2ba POOL Home

Beachfront Studio Retreat on Anna Maria Island

Sandy Toes
Frequently Asked Questions
Where is Anna Maria Island located?
Anna Maria Island is located on Florida’s Gulf Coast, near the entrance to Tampa Bay. This barrier island is known for its white sandy beaches, locally owned shops, and relaxed coastal atmosphere.
When is the best time to visit Anna Maria Island?
Late spring and early fall are often recommended for lighter crowds and comfortable temperatures near 74–85°F (23–30°C). Many guests also explore during the winter months for mild weather and a more relaxed pace.
What are some things to do near Anna Maria Island?
You can explore quiet beaches, nature preserves, and local art galleries around Anna Maria Island. The area also has fishing piers, family-friendly parks, and restaurants featuring seafood and locally inspired dishes.
How is the weather near Anna Maria Island?
Anna Maria Island has mild winters around 51–74°F (10–24°C) and warm, humid summers reaching 91°F (33°C). Short rain showers are more frequent from June through September, while late fall and spring tend to feel drier and pleasantly warm.
Quick stats about holiday rentals in Anna Maria Island

Total holiday rentals
Explore 2,810 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $15 AUD per night before taxes and fees

Verified guest reviews
Over 49,540 verified reviews to help you choose

Family-friendly holiday rentals
2,410 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 910 rentals that welcome pets

Holiday rentals with a pool
2,330 properties feature pools

Rentals with dedicated workspaces
1,420 properties have a dedicated workspace

Wi-Fi availability
2,790 of Anna Maria Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Beach condo rentals Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Englewood Beach




