
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Be an AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

AMI Cortez Beach Retreat "Views" Resort-style Pool
Resort-style Heated Pool w/ "Views Over the Water" at Beach + Bay Home - duplex upstairs unit • 65 steps to Cortez Beach + 7 miles of white Anna Maria Island sand! • $150,000 new large, heated pool with salt-water, spillover spa, sitting shelf, +built-in umbrellas. • Gulf + Beach + Bay Views inside home + deck • Paddleboard + Kayak • High-speed WiFi • 3 blocks to Bridge Street restaurants/bars/pier/shopping + listen to the Bell Tower Clock ringing each hour – live music! • Ping pong table

The Lady Fish by Duncan Real Estate
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Salty Harbor AMI pool retreat near the Beach
Charming Salty 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: -Ask us if your dates don't fit our calendar! -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

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

L'Oasis East w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

NEW! Coconuts 106! Beach Front! Heat Pool!
Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

Island Oasis on Anna Maria Island off Pine Ave
Step into an ultra private, secluded, tropical paradise with a canal front setting on a quiet cul-de-sac located on the north end of Anna Maria Island minutes waking to Pine Avenue. There is a beautiful outdoor pool just steps outside your door. A 5 minute walk to Tampa Bay. Bring your boat.

10 min AMI | 15 min IMG | Heated Pool
Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

100 yr Old Stone Home + Pool + 9 miles to beaches

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

TOES IN THE SAND!

Bayfront Beach access with Heated Pool!

New! Heated Pool • Shopping • Pine Ave • Beaches!

Americana AMI Lighthouse 3BR w/pool + rooftop deck

AMI Sunset~Close to beach! Heated Pool!
Weekly house rentals

Ocean72 | Heated Pool & Spa | 2BR Near Beach

+ Anna Maria Seaside Escape +

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Key Lime Cottage | Hot Tub | Steps to Beach

Ocean Minded by Beach Boutique Rentals

Bean Pt. Bungalow - Half duplex w/private pool

Sandy Toes

Family Beach Retreat | Epic Game Room + Cabana Bar
Private house rentals

Magnolia Palms: Family Retreat w/ Backyard Oasis

The Pink House - Short Walk to the Beach

TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator

Canal-front Gem w/ Pool & Hot Tub in Anna Maria

Walk to Beach + Trolley + Heated Pool + Mini Golf!

Pool Home Close to Beach - Walking on Sunshine

Home with heated pool, spa, games, walk to beach

1BR | Enclosed Yard | Deck | AC | W/D
Pet-friendly house rentals

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

AMI Oasis Pool, Spa, Golf Cart, Putting, Sleeps 12

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Limited Availably w/ Private Boat Dock & 30' Pool

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Backyard Oasis | Game Room | Luxury | Heated Pool

“Topside” luxury home in Cortez Village
Quick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,590 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

Verified guest reviews
Over 21,730 verified reviews to help you choose

Family-friendly vacation rentals
1,550 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 660 rentals that welcome pets

Vacation rentals with a pool
1,320 properties feature pools

Rentals with dedicated workspaces
910 properties have a dedicated workspace

Wi-Fi availability
1,590 of Anna Maria Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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!
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- House rentals Manatee County
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- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Englewood Beach
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club





