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 $633 per night (USD)
VRBO
Bliss by the Beach by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy beachside bliss in this luxury home on the secluded and desirable North end of Anna Maria near Bean Point! *Featu ...
From $633 per night (USD)
VRBO
From $1909 per night (USD)
Expedia
Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beachfront Felicity in Anna Maria Welcome to Felicity (formerly known as Bay Breeze)! This is one of the most exclusive ...
From $1909 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This family friendly beach house features cool tile floors, a 60" flat screen TV, complimentary WiFi and YouTubeTV and ...
From $892 per night (USD)
VRBO
From $614 per night (USD)
VRBO
🏝AMI’s local LANDMARK🏖The BLUE HOUSE on PINE 🐬Casa Calienta🐬
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
🌀CASA CALIENTE 🌀 A spectacular and truly MAGICAL place to experience.🐬 AMI,fl This 2 bed , 2 bath home is a specta ...
From $614 per night (USD)
VRBO
From $990 per night (USD)
VRBO
Anna Maria Heated Pool Ocean View Hot Tub Short Walk To Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to Palm Beach at AMI. This custom built, 5 Bedroom 4.5 Bath, home with Heated Pool and Spa will make you feel re ...
From $990 per night (USD)
VRBO
From $1527 per night (USD)
Expedia
NO DAMAGE GUESTS WELCOME NOW! Gulf front, heated pool, hot tub, 5 master suites
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
ANNA MARIA IS OPEN: OUR BEACHES, SHOPS AND RESTAURANTS. JOIN OUR GUESTS DRIVING GOLF CARTS, COLLECTING SHELLS AND RIDING ...
From $1527 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This charming Sea Garden Cottage is a true island gem and escape. Sea Garden Cottage is located on North Shore Drive at ...
From $478 per night (USD)
VRBO
From $694 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $694 per night (USD)
VRBO
From $1045 per night (USD)
VRBO
Jacaranda Gem by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Take a break from the hustle and bustle, and relax in the calm and serene atmosphere of this spotless vacation home. Jac ...
From $1045 per night (USD)
VRBO
$North End of AMI, Heated\/Chilled Pool, Ocean Views, Tropical Oasis with elevator$
From $1186 per night (USD)
VRBO
North End of AMI, Heated\/Chilled Pool, Ocean Views, Tropical Oasis with elevator
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This home is a showcase stunner! Sea Breeze was has been remodeled and professionally decorated. It is located at the q ...
From $1186 per night (USD)
VRBO
From $613 per night (USD)
VRBO
Waterfront house with pool - bring boat and rod - close to Gulf and Bay Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautifully spacious home sits on a very large waterfront lot on the northern tip of AMI. The house is embedded in ...
From $613 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We only rent thru VRBO! Your safety is our priority. We are writing here as the owners of this lovely cottage. If you ...
From $404 per night (USD)
Expedia
$Stunning new 4 bedroom 4.5 bath home with heated pool\/spa and views of Tampa Bay$
From $1186 per night (USD)
VRBO
Stunning new 4 bedroom 4.5 bath home with heated pool\/spa and views of Tampa Bay
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $1186 per night (USD)
VRBO
From $789 per night (USD)
VRBO
Coconut Breeze Estate by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Looking for a relaxing retreat just steps to the soft white sand and turquoise waters? Coconut Breeze offers the perfect ...
From $789 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Northshore Beach House near Pine Ave, north end of Anna Maria Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pine Ave and Northshore Drive adorable beach home. Anna Maria Island vacation beach house located at the north end of th ...
From $403 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Turtle Cottage - Anna Maria Island
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walki ...
From $382 per night (USD)
VRBO
From $1003 per night (USD)
VRBO
Reef Romance managed by Beach Retreats
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
It's all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, fou ...
From $1003 per night (USD)
VRBO
From $852 per night (USD)
VRBO
The Happy Hibiscus Island Oasis with Ocean Views
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to The Happy Hibiscus! We are located in a perfect location where we can catch the sunrise and sunset, less than ...
From $852 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Barefoot Gypsy is an enchanted cottage tucked in the north end of Anna Maria Island in the City of Anna Maria, .Flor ...
From $607 per night (USD)
VRBO
From $738 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $738 per night (USD)
VRBO
$Hear The Surf\/Feel The Breeze... skip to beach!\nLocated on Anna Maria Island$
From $915 per night (USD)
VRBO
Hear The Surf\/Feel The Breeze... skip to beach!\nLocated on Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Just 5 houses from the white sandy beach of the Gulf. Located in the city of Anna Maria sits this spacious home with ...
From $915 per night (USD)
VRBO
$Perfect Anna Maria-20% off Aug\/Sep\n 3 blocks to sugar sand beach. Heated pool.$
From $459 per night (USD)
VRBO
Perfect Anna Maria-20% off Aug\/Sep\n 3 blocks to sugar sand beach. Heated pool.
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home ...
From $459 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Blue Heron Cottage - Anna Maria Island
Bedrooms:
3
Bathrooms:
1
Sleeps:
4
Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within wal ...
From $301 per night (USD)
VRBO
$December Deals - We're Open! - Canal \/Hot Tub\/Htd Pool\/ Dock\/Backyard Beach$
From $650 per night (USD)
VRBO
December Deals - We're Open! - Canal \/Hot Tub\/Htd Pool\/ Dock\/Backyard Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Sirenia Cove is as good as new and ready to receive you! Check out our December Deals: Dec 7 - 14, 2024 - $1,599/wk* D ...
From $650 per night (USD)
VRBO
From $326 per night (USD)
VRBO
Bungalow On The Bayou (Best Location on the Island)
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a specta ...
From $326 per night (USD)
VRBO
From $625 per night (USD)
VRBO
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite ...
From $625 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natur ...
From $412 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Spacious beach house with a beautiful view of the gulf
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy ...
From $451 per night (USD)
Expedia
From $863 per night (USD)
VRBO
Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK <br>
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacat ...
From $863 per night (USD)
VRBO
From $252 per night (USD)
VRBO
We will be accepting new reservations from January 2025 going forward only.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (2 ...
From $252 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Newly Renovated Vintage AMI Cottage. Heated Pool! North End! 2 Blocks to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
BEFORE YOU BOOK: We only rent through VRBO. No other party is authorized to rent this property. We rent Saturday to S ...
From $425 per night (USD)
VRBO
From $1021 per night (USD)
VRBO
CabAnna Maria Beach Block 4 Bedroom 4.5 Bath
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
CabAnna Maria is a newly renovated 4 bedroom, 4.5 bath house, that sleeps 8 (max) comfortably, a quick 450 ft to the pri ...
From $1021 per night (USD)
VRBO
$December Deals - Waterfront\/HotTub\/ Pool\/Dock\/PuttGreen\/Backyard Beach$
From $400 per night (USD)
VRBO
December Deals - Waterfront\/HotTub\/ Pool\/Dock\/PuttGreen\/Backyard Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Sirenia Beach House is as good as new and ready to receive you! Check out our December Deals: Only 1 week left open! De ...
From $400 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
**ASK ABOUT LAST MINUTE DEALS! Enjoy a simple, old fashioned seaside vacation in this adorable duplex west ...
From $224 per night (USD)
Expedia
From $264 per night (USD)
VRBO
FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**ASK ABOUT LAST MINUTE DEALS! Island fun is easy in this 2 unit charming cottage located two houses from t ...
From $264 per night (USD)
VRBO
$4 Bed\/2.5 Bath Duplex, FREE WiFi & Trolley, ONLY STEPS to Pristine Sandy...$
From $361 per night (USD)
Expedia
4 Bed\/2.5 Bath Duplex, FREE WiFi & Trolley, ONLY STEPS to Pristine Sandy...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a simple, old-fashioned seaside vacation in this adorable duplex west ...
From $361 per night (USD)
Expedia
From $824 per night (USD)
VRBO
Emerald Shores: 6 bedroom house, steps to the beach with Gulf Views!
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Come enjoy a cozy 6-bedroom home on one of Anna Maria Island’s tranquil family beaches. Emerald Shores is a two-unit d ...
From $824 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Bikini Bottom: NO DAMAGE FROM STORMS! Pool Open by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Bikini Bottom is ready for your vacation! We had to take a brief pause to regroup but…Bikini Bottom is ready for you! ...
From $635 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Dog-Friendly 4 Mins to the Beach & Pine Ave - A Place in Paradise Unit B
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria, Florida 34216 VR16-000529 Welcome ...
From $320 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Family-Friendly Duplex Near Beaches & Local Shops - A Place In Paradise Unit A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Place In Paradise Unit A by Anna Maria Island Accommodations Duplex in Anna Maria, FL Welcome to A Place in Paradise ...
From $402 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Pelican's Roost: Serene coastal retreat, in heart of Anna Maria Island life!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to "Pelican's Roost" – your ultimate coastal retreat on Anna Maria Island! Nestled off the lively Pine Avenue, t ...
From $253 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $827 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Beachview Retreat on Anna Maria! This conveniently located cottage is just steps away from white sandy, Gulf ...
From $827 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Gorgeous home with secluded backyard oasis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hunky Dory by AMI Locals Home in Anna Maria, Florida Relax with friends and family at Hunky Dory, a true piece of par ...
From $674 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Perfect Island Location! Heated pool and plenty of room for the entire family
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sea grape trees, hibiscus bushes and palm trees surround this pretty white-roofed daffodil-colored cottage that is just ...
From $673 per night (USD)
Expedia
$Sea Jay: Canal front with dock, heated pool, lanai w\/outdoor kitchen$
From $820 per night (USD)
VRBO
Sea Jay: Canal front with dock, heated pool, lanai w\/outdoor kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sea Jay is a newly refreshed, canal front pool home located in the heart of Anna Maria! Enter the home through the kitch ...
From $820 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $969 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Blue Palm, your next vibrant home-away-from-home here in Anna Maria. Constructed in 2016 by luxury builders M ...
From $969 per night (USD)
Expedia
From $2009 per night (USD)
VRBO
North end AMI close to beach heated pool golf cart
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located at the north end of Anna Maria Island, this home offers a unique and well-appointed lifestyle. Custom handpicked ...
From $2009 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Coquina Cottage B by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Coquina Cottage B! Coquina Cottage B is exceptionally located at the northern end of Anna Maria Island, just ...
From $324 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Gladiolus on the Water by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The desirable North end of Anna Maria and a peaceful canal front setting make this beautiful home a perfect vacation get ...
From $660 per night (USD)
VRBO
From $649 per night (USD)
Expedia
Bay 2 Bay: Bay Across Street! Amazing Views of Bay & Canal, Pool & Lounge by Anna Maria Life
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Bay 2 Bay by Anna Maria Life Vacation Rentals 803 S. Bay Drive, Anna Maria, FL 34216 What You'll Love About This home: ...
From $649 per night (USD)
Expedia
$Beautiful Bean Point Home w\/ Gulf Views!$
From $1024 per night (USD)
VRBO
Beautiful Bean Point Home w\/ Gulf Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NEW LISTING! Underwent complete INTERIOR REMODEL in Jan 2023!!! This Bean Point beauty is perfect for the family or grou ...
From $1024 per night (USD)
VRBO
Click For Pricing
Expedia
Sea Creatures Cottage: Steps to beach! Putting Green, Rooftop Deck, Pool by Anna Maria Life
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
112 Mangrove Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! Steps to the Beach! No Streets to Cr ...
Click For Pricing
Expedia
From $1318 per night (USD)
VRBO
Coastal home near the shopping district and Gulf beaches
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Highlights: • 5 minute walk from the Gulf Beaches • Next to the Shopping District on Pine Ave. • Rooftop Deck • Ele ...
From $1318 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Mon Ami: Pine Ave Location! Pool! 3 Blocks to Gulf or Bay by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
311 Pine Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On Pine Ave! 2 Blocks to Beach! 3 Blocks ...
From $953 per night (USD)
Expedia
From $642 per night (USD)
VRBO
Shore's Nice - Safely Restored, Newly Furnished, and Ready for Guests, January 2025!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Shore's Nice! On Anna Maria Island (Anna Maria, Florida) Renovated Pristine Modern Beach Cottage w/ Peek-A-B ...
From $642 per night (USD)
VRBO
Click For Pricing
Expedia
Seahorse Cottage: Heated pool, north of Pine Ave, close to Bean Point
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Seahorse Cottage, your cozy 2-bedroom, 2-bathroom vacation rental on Anna Maria Island! Located north of Pine ...
Click For Pricing
Expedia
From $842 per night (USD)
VRBO
Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
235 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On a Canal! 2 Blocks to the Beach! 4 Bedr ...
From $842 per night (USD)
VRBO
From $1576 per night (USD)
Expedia
NO DAMAGE FROM STORM Summer Strand: CANAL FRONT Resort like pool Close to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
***HURRICANE UPDATE**** This house is ready for your beach vacation! No damage. Restaurants and beaches are opening up. ...
From $1576 per night (USD)
Expedia
From $987 per night (USD)
VRBO
Playing Hooky: No Storm Damage! Pool & Spa Open! by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Playing Hooky is ready for your vacation! We had to take a brief pause to regroup but…Playing Hooky is ready for you! ...
From $987 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Villa Maria: 1 Block to Pine! 3 Blocks to Beach! Pool, Ping Pong by Anna Maria Life
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
307 Spring Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! 2 Blocks to Bay ...
From $766 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sandy Cheeks, a luxurious vacation rental house located on the beautiful Anna Maria Island. This ground-level ...
From $517 per night (USD)
VRBO
From $1019 per night (USD)
Expedia
Once Upon A Tide managed by Beach Retreats
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Welcome to Once Upon a Tide! Once Upon A Tide is a fabulous custom design home located on the prestigious North end of ...
From $1019 per night (USD)
Expedia
From $913 per night (USD)
VRBO
Pet Friendly Private Home with Heated Pool, Close to Shopping
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Cabana Breeze by Anna Maria Vacations Home in Anna Maria, Fl 34217 VR16-000457 Dream vacations come true at Cabana Bre ...
From $913 per night (USD)
VRBO
From $992 per night (USD)
Expedia
Great location near the beach on north end of Anna Maria Island. Heated Pool.
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Sugar Plum Beach by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VRC18-000058 The perfect friends and family get ...
From $992 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Private Home on North End AMI. Private Heated Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Muratti by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 2 Queens, and 1 Full -Private sal ...
From $702 per night (USD)
VRBO
From $1115 per night (USD)
Expedia
Private Pool, Spa, and Game Room! Short walk to Beach - Absolute Paradise
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Absolute Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000465 Welcome to Absolute Paradise, a beau ...
From $1115 per night (USD)
Expedia
From $1003 per night (USD)
VRBO
North End of Anna Maria Island! Private pool, great location.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beach Paradise by Anna Maria Island Accommodations Home in Anna Maria, FL Just 3 houses from the Gulf of Mexico beaches ...
From $1003 per night (USD)
VRBO
From $850 per night (USD)
Expedia
Family-Friendly Canal-Front Home with Pool, Dock, and Games - White Shell
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
White Shell by Anna Maria Vacations Home in Anna Maria, FL. 34216 VRC16-000038 Discover the perfect family getaway a ...
From $850 per night (USD)
Expedia
From $1101 per night (USD)
VRBO
North End Anna Maria Island. Canal front, great for fishing off the dock.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Palm Trees and Manatees by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000462 Welcome to Palm Trees and Mana ...
From $1101 per night (USD)
VRBO
From $951 per night (USD)
Expedia
Private Pool, Dog Friendly, Cornhole! Short Walk to the Beach - Angelfish
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Angelfish by Anna Maria Vacations VRC16-000003 Welcome to Angelfish, your three-bedroom, two-bathroom ground-level sanc ...
From $951 per night (USD)
Expedia
From $1031 per night (USD)
VRBO
Northend Anna Maria Island. Private Heated Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Lighthouse Lagoon by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fan ...
From $1031 per night (USD)
VRBO
From $1068 per night (USD)
Expedia
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Breakaway by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 1 Queen, 2 Twins, and Twin/Twin Bunk ...
From $1068 per night (USD)
Expedia
From $2427 per night (USD)
VRBO
Direct Beachfront Home, Steps to the Sand! Private Pool, Amenities for All!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL 34216 A perfect beach getaway awaits at T ...
From $2427 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Private Canal Front Home! Heated Pool and 24 ft Boat Dock! - Tarpon Pointe
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Tarpon Pointe by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000430 Your dream vacation starts at Tarp ...
From $731 per night (USD)
Expedia
From $900 per night (USD)
VRBO
Bayfront Home with Beach Access and Pool! - Beach House 404
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach House 404 by Anna Maria Vacations Home in the City of Anna Maria, FL Welcome to Beach House 404, your ultimate co ...
From $900 per night (USD)
VRBO
From $681 per night (USD)
Expedia
Heated Pool. Short stays available!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Southern Breeze #5 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #5, a ...
From $681 per night (USD)
Expedia
From $1468 per night (USD)
VRBO
Close to the beach and on the Prestigious North end of AMI!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Ocean Sunset by Anna Maria Vacations Home in Anna Maria, FL 34216 VR17-000051 Your beach escape awaits at Ocean Sunset, ...
From $1468 per night (USD)
VRBO
Click For Pricing
Expedia
Near Bean Point!! Short stays available! Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Southern Breeze #3 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #3, a ...
Click For Pricing
Expedia
From $681 per night (USD)
VRBO
Bungalow with Community Pool, Laundry, and BBQ - Southern Breeze #2
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Southern Breeze #2 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #2, a ...
From $681 per night (USD)
VRBO
$North End Home w\/backyard close to the beach$
From $500 per night (USD)
Expedia
North End Home w\/backyard close to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sea Esta by Anna Maria Vacations Home in Anna Maria, FL 34216 VR22-000085 Welcome to Sea Esta, a refreshed beach getawa ...
From $500 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Private Duplex, 1 Minute from the Beach! Heated Pool, Beautiful Updates
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sugar Plum Beach East by Anna Maria Vacations Duplex in Anna Maria, 34216 VRC18-000058 Relaxation and memorable beach d ...
From $575 per night (USD)
VRBO
From $681 per night (USD)
Expedia
Beach Cottage Close to Beach with Community Pool and Grill - Southern Breeze #6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Southern Breeze 6 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Escape to Southern Breeze #6, you ...
From $681 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Anna Margaritas by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $616 per night (USD)
VRBO
From $634 per night (USD)
Expedia
Idyll Tides by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the nor ...
From $634 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Canal-Front Oasis with Private Dock, Pool, Near Beach & Shops - Aqua Cove
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000429 Welcome to Aqua Cove, a dream retreat for fa ...
From $696 per night (USD)
VRBO
From $1327 per night (USD)
Expedia
Beach Front Home with Beautiful Sunset Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Shells and Sunshine by Anna Maria Vacations Private Home in Anna Maria, FL Highlights: -On our Professional Linen Servi ...
From $1327 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Beach Escape: NO DAMAGE FROM STORMS! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beach Escape is ready for your vacation! We had to take a brief pause to regroup but…Beach Escape is ready for you! W ...
From $432 per night (USD)
VRBO
From $2271 per night (USD)
Expedia
AMI Lucky: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AMI Lucky by Anna Maria Life Vacation Rentals 524 South Drive, Anna Maria, FL 34216 What You'll Love About This House: ...
From $2271 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Adorable home near the beach! - Bo's Beach Bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bo's Beach Bungalow by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Bo's Beach Bungalow, a ...
From $302 per night (USD)
VRBO
From $822 per night (USD)
Expedia
A Charming Beach Cottage on Elm - 2 min walk to Gulf Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A Charming Beach Cottage on Elm by AMI Locals Home in Anna Maria, FL 34216 Welcome to A Charming Beach on Elm! This coa ...
From $822 per night (USD)
Expedia
From $807 per night (USD)
VRBO
Thrill of the Chase: Canal, Dock, Pool, Spa
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
325 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! On a Canal! 3 Be ...
From $807 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Golf Cart, Simpatico by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE AFTER 4/9/24! All Drivers mu ...
From $586 per night (USD)
Expedia
From $1676 per night (USD)
VRBO
Beach Views, Short walk to Beach, Swim Spa, Outdoor Kitchen - Villa Del Sol
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Villa Del Sol by Anna Maria Vacations Home in Anna Maria, FL 34216 Villa Del Sol is a spectacular five-bedroom, four- ...
From $1676 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Highlights Less than a 10-minute walk to the beach Private Pool Spacious 2,000 sq. ft. condo on Pine Avenue. Convenient ...
From $685 per night (USD)
Expedia
$Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.$
From $661 per night (USD)
VRBO
Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Villa Rozafa Very comfortable plenty of space walking distance from restaurants bar and also beautiful and gorgeous whit ...
From $661 per night (USD)
VRBO
From $902 per night (USD)
Expedia
Canal Place: Boat Dock, Pool & Spa, On Canal by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
238 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to Gulf Beach! On a Canal! 3 ...
From $902 per night (USD)
Expedia
From $1074 per night (USD)
VRBO
West O'Gulf in Anna Maria
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Welcome to West O’ Gulf, one of our brand-new luxury rentals at Salty Mermaid Vacation Rentals. If you ar ...
From $1074 per night (USD)
VRBO
From $783 per night (USD)
Expedia
The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Escape to The Poop Deck, an enchanting 4-bedroom, 3.5-bathroom A-frame haven on Anna Maria Island. Its charming design a ...
From $783 per night (USD)
Expedia
From $811 per night (USD)
VRBO
Welcome to Acquaviva!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Acquaviva by Anna Maria Island Accommodations Canal front home in Anna Maria, Florida Welcome to Acquaviva, a spectacul ...
From $811 per night (USD)
VRBO
From $1210 per night (USD)
Expedia
Waves- steps from the beach with a water view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Waves - Your Perfect Anna Maria Island Getaway! Experience the ultimate beach retreat at Waves, a luxurious ...
From $1210 per night (USD)
Expedia

Search Your Destination Now!

Anna Maria Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals