Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $462 per night (USD)
VRBO
Barefoot Mermaid 1, greatAMI location steps to the beach/fun on Pine Ave
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Barefoot Mermaid 1 a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Isl ...
From $462 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Barefoot Mermaid 4, greatAMI location steps to the beach/fun on Pine Ave
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Barefoot Mermaid 4 a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Isl ...
From $391 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Barefoot Mermaid 2, greatAMI location steps to the beach/fun on Pine Ave
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $471 per night (USD)
VRBO
From $959 per night (USD)
Expedia
༄ Sunset Shore on Anna Maria Island ༄
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore o ...
From $959 per night (USD)
Expedia
From $1237 per night (USD)
VRBO
Bermuda Bay: 1.5 Blocks to Beach! Pool Spa, Rooftop Deck
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Bermuda Bay by Anna Maria Life Vacation Rentals 213 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $1237 per night (USD)
VRBO
From $711 per night (USD)
Expedia
Peace of Paradise: Pool Spa & Amazing Views of Tampa Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Peace of Paradise by Anna Maria Life Vacation Rentals 604 North Bay Blvd, Anna Maria, FL 34216 What You'll Love About T ...
From $711 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Tranquil Palm: Perfect north-end location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Tranquil Palm, your serene getaway on the enchanting Anna Maria Island! Nestled on a peaceful north-end stree ...
From $279 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Marys Place Walk to the Beach and Pine Ave shops, Stunning Brand New Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Indulge in the ultimate beach escape to Mary's Place located on Los Cedros, a *premier location* just north of Pine Aven ...
From $670 per night (USD)
Expedia
From $656 per night (USD)
VRBO
Walk to Beach! Pool, Patio & Palm Trees!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coconut Palm Paradise by AMI Locals 512 N Bay Boulevard, Anna Maria, Florida Welcome to Coconut Palm Paradise, a chi ...
From $656 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Cute Cottage Near Beach and Shops
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bikini So Tiny by AMI Locals 309 Pine Ave, Anna Maria, Florida 34216 Welcome to Bikini So Tiny, a charming one bedro ...
From $371 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Love Shack on the Water Most desirable location on AMI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on Pine Ave just steps from shops, the General Store, restaurants, the pier, beach, pier fishing, and the trolle ...
From $264 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Spacious Home with Pool and Screened-in Balcony! Close to Beaches and Pine Ave
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Flip Flops and Fish Tales by Anna Maria Vacations 426 Magnolia Ave, Anna Maria, FL 34216 VR19-000035 Welcome to Flip Fl ...
From $615 per night (USD)
Expedia
From $1122 per night (USD)
VRBO
NEW Home w/Pool, Rooftop Deck, and Putting Green-Gone Gulfin'
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Gone Gulfin’ by AMI Locals Home in Anna Maria, FL 34216 Get ready for the ultimate beach vacation at Gone Gulfin'! Th ...
From $1122 per night (USD)
VRBO
Click For Pricing
Expedia
Sunrise Vista in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly ...
Click For Pricing
Expedia
From $443 per night (USD)
VRBO
Gorgeous Beach Home with heated pool and close to beach! Pet friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in ...
From $443 per night (USD)
VRBO
From $1680 per night (USD)
Expedia
Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought o ...
From $1680 per night (USD)
Expedia
From $1014 per night (USD)
VRBO
Luxury Home with Pool and Spa, Golf Cart, Bikes, and Rooftop Putting Green!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Shore Is Paradise by AMI Locals Home in Anna Maria VR20-000087 Highlights • Private Pool and In-ground Spa • Rooftop ...
From $1014 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Beachfront Home with Amazing Deck and Beach Views! -Low Tide
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Low Tide by AMI Locals Anna Maria Island Beachfront Cottage with Pool and Trolley Access VR21-000077 Welcome to Low T ...
From $670 per night (USD)
Expedia
From $654 per night (USD)
VRBO
Bayfront Escape with Stunning Water Views and Steps to Bean Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Seaside by Anna Maria Vacations 851 N. Shore Dr Anna Maria, FL 34216 VR16-000432 Welcome to Seaside, an elegant th ...
From $654 per night (USD)
VRBO
From $861 per night (USD)
Expedia
Fancy Flamingo: Canal Front, Dock, Heated Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Fancy Flamingo by Anna Maria Life Vacation Rentals 319 Hardin, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $861 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Bay Breeze Bungalow: Canalfront family home with dock and pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bay Breeze Bungalow – your idyllic getaway nestled in the heart of Anna Maria Island! This charming 3-bedroom ...
From $439 per night (USD)
VRBO
From $411 per night (USD)
Expedia
AMI Outpost - 3 Bed 2 Bath Elevated Home - by Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming elevated villa in the heart of Anna Maria with private heated pool and fenced yard. Short walk to City Pier and ...
From $411 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Steps to Beach - Bean Point Residence Unit A by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers conv ...
From $444 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Steps to Beach - Bean Point Residence Unit B by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
For our beachgoer guests, the beach entrance to Anna Maria's sandy, white beaches are approximately 40 steps away. Bean ...
From $369 per night (USD)
Expedia
From $1288 per night (USD)
VRBO
Rooftop Deck, Private Pool and Game room! Perfect for Families!
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Boundless Waves by Anna Maria Island Accommodations Anna Maria, Florida Welcome to Boundless Waves, an incredible vac ...
From $1288 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Bimini Bay: 3 Blocks to Beach! Private Pool! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bimini Bay by Anna Maria Life Vacation Rentals 312 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $560 per night (USD)
Expedia
From $680 per night (USD)
VRBO
Water's Edge: Dog Friendly, Canal Front, Dock & Pool & Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Water's Edge by Anna Maria Life Vacation Rentals 221 Oak, Anna Maria, FL 34216 What You'll Love About This Home: Locati ...
From $680 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Cedar Sunsets - 4 bed, 4 bath, Beach Block
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make memories at this beautiful, new beach home with private pool. Only 4 houses to the beautiful white sand beaches of ...
From $859 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Blue Waters~Anna Maria, Private Home, Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Are you looking for Peace and Quiet and a place you can bring your dog too? Look no further than "Blue Waters." This lo ...
From $288 per night (USD)
VRBO
From $1695 per night (USD)
Expedia
Brand-new luxury home with sparkling Pool, Bikes, 2-minute walk to the beach!
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Moondance by AMI Locals Home in Anna Maria, Florida Highlights • Located on the Beach Block with Stunning Gulf Views ...
From $1695 per night (USD)
Expedia
From $1265 per night (USD)
VRBO
Brand New Luxury Home, Incredible Rooftop Deck and Pool - Total Package
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Total Package by AMI Locals Home in Anna Maria 34216 Welcome to Total Package! This elegant brand-new vacation home f ...
From $1265 per night (USD)
VRBO
From $719 per night (USD)
Expedia
Becker's Beach Bungalow by A Shore Thing Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream getaway at Anna Maria Island! Nestled just one block away from the pristine shores of the beach, t ...
From $719 per night (USD)
Expedia
$\Walk On The Beach \ house~3 bed, heated pool, 3min walk to the Bean Point Beach$
From $789 per night (USD)
VRBO
\"Walk On The Beach \" house~3 bed, heated pool, 3min walk to the Bean Point Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "Walk on the Beach " quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool ...
From $789 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Sea Mist by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover Sea Mist, an exquisite coastal retreat nestled in the heart of Anna Maria Island. With its prime North end loca ...
From $536 per night (USD)
Expedia
From $1036 per night (USD)
VRBO
Jersey Girl by Duncan Real Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to this unique 5 bedroom Island Paradise! Jersey Girl features a main house with 3 bedrooms and 2 baths along w ...
From $1036 per night (USD)
VRBO
From $1044 per night (USD)
Expedia
Island Time on Cedar: 3 Houses to Beach! Dog Friendly! Pool by Anna Maria Life
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Time on Cedar by Anna Maria Life Vacation Rentals 110 Cedar Ave, Anna Maria, FL 34216 What You'll Love About Thi ...
From $1044 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Barefoot Mermaid 3, greatAMI location steps to the beach/fun on Pine Ave
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Barefoot Mermaid 3 a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Isl ...
From $381 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Sunny home near the water with patio, streaming, washer/dryer, grill, fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
29 Palms Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $395 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Luxury coastal home pool/spa, 0.2 mi to beach & 1 block downtown AMI Pine Ave
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 3.5-bathroom custom home, where opulent high-end finis ...
From $703 per night (USD)
VRBO
From $662 per night (USD)
Expedia
White Palms by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Introducing White Palms, an exquisite coastal retreat nestled in the coveted north end of Anna Maria Island. * Private ...
From $662 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Day Dream: Pool, Spa, Waterslide, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
207 77th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / 4 ...
From $578 per night (USD)
VRBO
From $863 per night (USD)
Expedia
Tropical Oasis - Stunning Backyard with a Pool!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Tropical Oasis 122 White Avenue, Anna Maria, FL 34216 What you will love about this property: • Less than one minute wa ...
From $863 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Paradise Palms by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome back to Paradise Palms! Paradise Palms has been totally renovated and remodeled. Casual and beachy ...
From $447 per night (USD)
VRBO
From $327 per night (USD)
VRBO
The Perfect Beach Home! Best Location; Steps to the Beach, Shopping and Dining!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a great rental for a couple (or small family) who wants to escape the cold winters and enjoy the tropical Florid ...
From $327 per night (USD)
VRBO
From $1024 per night (USD)
VRBO
Beach Bliss – 4BR Waterfront -Pool, Spa, Dock, Golf Cart & Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Bliss – 4BR/3BA Waterfront Retreat with Pool, Spa, Putt-Putt & Dock Escape to paradise at Beach Bliss, your ultim ...
From $1024 per night (USD)
VRBO
From $656 per night (USD)
Expedia
My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to the sandy shores of Anna Maria Island and uncover the hidden gem that is "My Big Fat Beach House". This sprawl ...
From $656 per night (USD)
Expedia
From $808 per night (USD)
VRBO
Casa Cay by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime ...
From $808 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If you're longing to take a step back in time when Florida was about lazy beach days and ocean breeze evenings then look ...
From $346 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Destination Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Watch the world go by on AMI as you enjoy the sea breeze on your private front deck. Unwind in the hot tub after a day a ...
From $294 per night (USD)
VRBO
Click For Pricing
Expedia
Canal Front Home with Private Dock, 4 Blocks to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Love Shack by Anna Maria Island Accommodations Canal Front Home with Private Pool VR16-000399 Welcome to Love Shack, ...
Click For Pricing
Expedia
From $1040 per night (USD)
VRBO
Brand-new luxury Home with Pool and Spa, Bikes, just a 2-min walk to the beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Meet me at Sunset, this 4-bedroom, 4.5-bathroom villa that sleeps 8, is designed with a modern beach-boho sty ...
From $1040 per night (USD)
VRBO
From $992 per night (USD)
Expedia
Anna Maria Beach House! Pool, Spa and Views!
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Anna Maria Beach House by Anna Maria Island Accommodations 518 Spring Ave, Anna Maria, Florida Welcome to Anna Maria ...
From $992 per night (USD)
Expedia
From $3232 per night (USD)
VRBO
Shangri-La -Luxury Gulf-Front 4BR with Pool, Gym & Golf Cart
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Shangri-La – Luxury Gulf-Front Oasis at Bean Point Welcome to Shangri-La, your private island escape on the exclusive B ...
From $3232 per night (USD)
VRBO
From $1753 per night (USD)
Expedia
Experience Luxury at Go with the Flow! Lazy River Pool, Rooftop Deck and Games!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Go with the Flow by AMI Locals 311 Spring Ave | Anna Maria, Florida Welcome to Go with the Flow, a stunning three-le ...
From $1753 per night (USD)
Expedia
From $1217 per night (USD)
VRBO
Stay at Kay's Landing on Anna Maria Island—luxury 6-bedroom home with pool, views & beaches!
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
🌴 Kay's Landing | Rooftop Deck + Heated Pool & Spa 💖 Why You'll Love This Home Wake up to the coastal charm of Anna M ...
From $1217 per night (USD)
VRBO
From $1969 per night (USD)
Expedia
Brand New Luxury Home! Canal Front with Pool, Spa, and Rooftop Deck with Stunnin
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave, Anna Maria, Florida Experience the pinnacle of ...
From $1969 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $364 per night (USD)
VRBO
From $2183 per night (USD)
Expedia
Sunset Reflections | LUXURY Home, Private Pool, Spa, Rooftop, Game Room, and MORE!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
🌴 Sunset Reflections | Heated Pool, Rooftop Terrace & Game Room, Steps to Gulf & Bean Point 💖 Why You'll Love This Ho ...
From $2183 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Splash of Lime by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Splash of Lime! This stunning, 3-bedroom, 2-bathroom pool home has 1,438 square feet of elevated living space ...
From $447 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Charming Coastal Retreat with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream getaway on Anna Maria Island! This charming coastal retreat offers the perfect blend of comfort an ...
From $439 per night (USD)
Expedia
From $829 per night (USD)
VRBO
AMI Escape! Swim-Up Bar, Ping Pong, Spa & Walk to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The James by AMI Locals 608 Rose St, Anna Maria, FL 34216 Welcome to The James, a brand-new four bedroom, four and a ...
From $829 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Pelican Lagoon: *Heated Pool *Canal-front *Dock *Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Photos Updated April 2025** Welcome to Pelican Lagoon, your ultimate beachside haven on the desirable north end of Ann ...
From $519 per night (USD)
Expedia
From $1926 per night (USD)
VRBO
Mandalay Bay - Enjoy waterfront luxury at its finest!
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
At A Glance Heated pool with massive 12 person hot tub Newly renovated throughout- Luxury interior at it's finest 7 be ...
From $1926 per night (USD)
VRBO
From $812 per night (USD)
Expedia
Elevator - A Bean Point Paradise by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, wher ...
From $812 per night (USD)
Expedia
From $886 per night (USD)
VRBO
Isla Living 3 Bed / 2 bath / Waterfront / Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
** Damage from the storm restored! Open for Bookings! ** Your Private Oasis Awaits at Isla Living! Discover a haven of ...
From $886 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Jacaranda Beach House - Privat pool - by Island Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to Jacaranda Beach House, a serene slice of island life located in the tranquil North End of Anna Maria Island. J ...
From $555 per night (USD)
Expedia
From $766 per night (USD)
VRBO
Villa Livella by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Livella is an elegant Island property that promises an unforgettable experience. The 3 bedrooms and 2 bath pool ho ...
From $766 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Family Home with Private Pool, 3 mins from Beach! - Ariel's by the Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ariel’s by the Sea by AMI Locals Holmes Beach Beachside Retreat with Private Pool VRC18-000079 Welcome to Ariel's by ...
From $335 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Coastal Ground-Level Home with Private Pool! Steps from the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
My Island Paradise by AMI Locals 203 75th St, Unit B (West), Holmes Beach, FL 34217 Welcome to My Island Paradise, a ...
From $297 per night (USD)
VRBO
From $1357 per night (USD)
Expedia
New Luxury Home with Beach Views and Pool, 1 min to Beach - Siena Sky
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Siena Sky by Anna Maria Island Accommodations 10109 Gulf Drive Anna Maria, FL 34216 Siena Sky, a new four-bedroom, f ...
From $1357 per night (USD)
Expedia
From $398 per night (USD)
VRBO
North Beach Paradise by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to North Beach Paradise - a 3BD/2BA Key West, Island style townhouse on Holmes Beach! It's located in a quiet a ...
From $398 per night (USD)
VRBO
From $613 per night (USD)
Expedia
Sapphire Gulf: 5 houses to Gulf! Pool, Putting Green by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Sapphire Gulf by Anna Maria Life Vacation Rentals 117 Peppertree Lane, Anna Maria, FL 34216 What You'll Love About This ...
From $613 per night (USD)
Expedia
From $945 per night (USD)
VRBO
Beachside Duplex with Pool, Gulf Views and Steps to Pine Ave
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Emerald Shores by Anna Maria Island Accommodations 214 Fir Ave, Anna Maria, Florida Welcome to Emerald Shores! Your u ...
From $945 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Emerald Shores East! Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Emerald Shores East by Anna Maria Island Accommodations 214 Fir Ave, Anna Maria, Florida Welcome to Emerald Shores E ...
From $384 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Rainbow Reef: Close to Bean Point, Pool, Game Room by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Rainbow Reef by Anna Maria Life Vacation Rentals 720 Holly Rd, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $539 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Charming 3-bedroom house in Anna Maria with Private Pool & Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this lovely house in picturesque Anna Maria. With 3 bedrooms including 2 king beds and 1 twin bed, this cozy r ...
From $560 per night (USD)
VRBO
From $822 per night (USD)
VRBO
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead ...
From $822 per night (USD)
VRBO
From $1686 per night (USD)
Expedia
Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Nautical Situation by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to the Nautical Situation! ...
From $1686 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Rose Quartz: 2.5 Blocks to Beach! Pool & Spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rose Quartz by Anna Maria Life Vacation Rentals 308 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $643 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Beachside Duplex w/ Pool & Private Suite
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave, Anna Maria, Florida Welcome to Emerald Shores We ...
From $350 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Manatee Manor by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the ultimate retreat at Manatee Manor, a dream vacation rental nestled in the highly sought-after North End of ...
From $573 per night (USD)
VRBO
From $786 per night (USD)
VRBO
Lakeview Hideaway - Waterfront Anna Maria
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
**Welcome to Lakeview Hideaway! A serene and beautifully appointed retreat on the north end of Anna Maria Island.** - L ...
From $786 per night (USD)
VRBO
Click For Pricing
VRBO
Bean Point Bliss 3 Bedroom Home by RedAwning
Bedrooms:
2
Bathrooms:
3
Sleeps:
1
<p>Located in Anna Maria, this 3-bedroom, 2-bathroom vacation home lets you experience it all. Fans of nature and the ou ...
Click For Pricing
VRBO
From $1013 per night (USD)
Expedia
New Luxury Getaway on Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your vacation rental, a stunning home nestled in the heart of Anna Maria Island, where the serene intercoasta ...
From $1013 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Bean Point Bliss by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bean Point Bliss! This stunning 3-bedroom, 2-bathroom pool home has plenty of room for the whole family. Bean ...
From $515 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Rainbow Fish: 1.5 blocks to beach! Pool, Spa & Game Room
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rainbow Fish by Anna Maria Life Vacation Rentals 210 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $644 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A Change in Latitude by AMI Locals Home in Anna Maria, Florida Welcome to A Change in Latitude! This elevated three-bed ...
From $545 per night (USD)
VRBO
From $1096 per night (USD)
Expedia
Coral Reef: 50ft to Beach, Games Galore, Rooftop Deck, Pool, Spa by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Coral Reef by Anna Maria Life Vacation Rentals 118 Mangrove Ave, Anna Maria, FL 34216 What You'll Love About this House ...
From $1096 per night (USD)
Expedia
From $1018 per night (USD)
VRBO
AMI Du Soleil | Steps to the Beach, Heated Pool, Anna Maria Island, IMG
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to 'AMI Du Soleil' a ‘friend of the sun’ by StayDream Vacations. If an official hurricane warning is issued f ...
From $1018 per night (USD)
VRBO
From $1294 per night (USD)
Expedia
Villa la Esperanza Jacaranda
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Luxurious Beach Getaway – Private Pool, Jacuzzi & Kayaks Included! Escape to paradise with this spacious, upscale beach ...
From $1294 per night (USD)
Expedia
$Serenity Cottage\n$
From $1039 per night (USD)
VRBO
Serenity Cottage\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Featuring air-conditioned accommodation with a private pool, sea view and a balcony, Serenity Cottage is located in Anna ...
From $1039 per night (USD)
VRBO
From $1160 per night (USD)
Expedia
Dockside Dream: Luxury canal front home, dock, pool, spa and more!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom ...
From $1160 per night (USD)
Expedia
From $910 per night (USD)
VRBO
The 19th Hole | Luxury AMI Beach Home - Private Pool & Spa, 7 Hole Putting Green!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The 19th Hole: Your Perfect Anna Maria Island Vacation Rental Experience the best of Anna Maria Island at The ...
From $910 per night (USD)
VRBO
From $1202 per night (USD)
Expedia
Pool/Spa - Bean Point Retreat by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $1202 per night (USD)
Expedia
From $3127 per night (USD)
VRBO
Luxury 3-Story Beach Home with Pool & Spa, Anna Maria
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Escape to paradise in this stunning 5-bedroom, 4-bathroom luxury home on Anna Maria Island, designed with modern beach a ...
From $3127 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Magnolia Cottage: Private Pool, Near Beaches & Pine Ave
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Photos Updated November 2024! Magnolia Cottage is your perfect escape to Anna Maria Island, combining the charm of coast ...
From $526 per night (USD)
Expedia
From $931 per night (USD)
VRBO
Luna Sea | Anna Maria Beach Home Rental - Steps from the Sea!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Luna Sea – Your Private Slice of Paradise on Anna Maria Island! Escape to a serene coastal haven just 100 ste ...
From $931 per night (USD)
VRBO
From $1008 per night (USD)
Expedia
Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to ISLAND OF PALMS – Your Ultimate Vacation Retreat! Escape to this stunning 5-bedroom, 3-bathroom coastal home ...
From $1008 per night (USD)
Expedia
Click For Pricing
VRBO
Boho Island Home, Pool and 1 Min to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bohemian Breeze by AMI Locals Anna Maria Vacation Home 429 Hibiscus Road, Anna Maria, FL 34217 Welcome to Bohemian B ...
Click For Pricing
VRBO
From $1102 per night (USD)
Expedia
Bikini's & Martini's Waterfront Canal: 1 Block to Beach! Dock! On Canal! Anna Maria Life
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bikini's & Martini's Waterfront Canal by Anna Maria Life Vacation Rentals 215 Chilson Ave, Anna Maria, FL 34216 Locatio ...
From $1102 per night (USD)
Expedia

Search Your Destination Now!

Anna Maria Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals