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 $677 per night (USD)
VRBO
Found Your Sol Mate - Ready for Guests, November 2024!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) Beautifully updated, fresh, and clean elevated 3 Bed, 2.5 Ba ...
From $677 per night (USD)
VRBO
$313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...$
From $343 per night (USD)
Expedia
313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
313 Palm Avenue - Anna Maria Island - Duplex - 2 Bedroom /1 Bathroom, maximum occupancy of 4 people. No Pool - Dis ...
From $343 per night (USD)
Expedia
From $1371 per night (USD)
VRBO
Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $1371 per night (USD)
VRBO
$Beachy Keen 408 - Anna Maria Island - Private home 3 Bedroom\/ 2 Bath with...$
From $486 per night (USD)
Expedia
Beachy Keen 408 - Anna Maria Island - Private home 3 Bedroom\/ 2 Bath with...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachy Keen 408 - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Private Pool - Distance to ...
From $486 per night (USD)
Expedia
$A Ray Of Sunshine- Amazing property private basketball court pool\/spa on a canal$
From $621 per night (USD)
VRBO
A Ray Of Sunshine- Amazing property private basketball court pool\/spa on a canal
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Ray of Sunshine 232 Chilson Avenue Anna Maria Island, FL 34216 AT A GLANCE Newly remodeled professionally decorated ...
From $621 per night (USD)
VRBO
From $1115 per night (USD)
Expedia
Anapauo Beachhouse: Million dollar views of Tampa Bay!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and co ...
From $1115 per night (USD)
Expedia
From $909 per night (USD)
VRBO
A Time Out: *Quaint Cottage *Heated Pool *Across the street from the Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to "A Time Out" - your perfect retreat in paradise! This charming 4-bedroom, 2-bathroom home invites you to expe ...
From $909 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Lovin' the Sannd: North-end cottage, luxury amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
If you're looking to escape the hustle and bustle of everyday life, look no further than "Lovin' the SANND". This three ...
From $659 per night (USD)
Expedia
$707 N Bay The Shell House - Anna Maria Island - Private home 3 Bedroom\/ 2 1\/2...$
From $728 per night (USD)
VRBO
707 N Bay The Shell House - Anna Maria Island - Private home 3 Bedroom\/ 2 1\/2...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
707 North Bay Boulevard - The Shell House- 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Private Pool - Di ...
From $728 per night (USD)
VRBO
From $612 per night (USD)
Expedia
Havana Cay- Adorable cottage- only 4 houses from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
At a Glance Historic 1924 Latin style home with deluxe renovations Only 4 houses in from the beach- a 30 second walk to ...
From $612 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $676 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $676 per night (USD)
VRBO
From $1297 per night (USD)
Expedia
Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!
Bedrooms:
7
Bathrooms:
7
Sleeps:
8
Oar House by AMI Locals Home in Anna Maria, FL Located in the most desired North End of Anna Maria Highlights: - Ne ...
From $1297 per night (USD)
Expedia
From $1541 per night (USD)
VRBO
Gorgeous Canal Front Luxury home, Pool, Spa, Dock, and Rooftop Deck - Sail Away
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Sail Away by AMI Locals Home in Anna Maria, FL VR19-000048 Welcome to Sail Away—an exquisite six-bedroom, six-and-a-h ...
From $1541 per night (USD)
VRBO
Click For Pricing
Expedia
Mermaids and Manatees:North End, On Canal, Pool, Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mermaids and Manatees by Anna Maria Life Vacation Rentals 101 Gull Dr., Anna Maria, FL 34216 What You'll Love About Thi ...
Click For Pricing
Expedia
$Stunning 3Bed\/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...$
From $371 per night (USD)
VRBO
Stunning 3Bed\/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Welcome to paradise at Pelican Point! This stunning 3 bedroom/3 bath home h ...
From $371 per night (USD)
VRBO
$Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer\/Dryer$
From $778 per night (USD)
Expedia
Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer\/Dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southern Magnolia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $778 per night (USD)
Expedia
From $1358 per night (USD)
VRBO
Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
HGTV Beach Hunters Renovated Beach Front Home with a heated pool and 3 bedrooms. 1 Paddle boards & 2 kayak included. ...
From $1358 per night (USD)
VRBO
From $909 per night (USD)
Expedia
Beach Bay Serenity: Pine Ave canal front pool home
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Beach Bay Serenity! This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect p ...
From $909 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Zen Beach Cottage: Beautiful ground level home steps to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Skilled craftsmanship, a tranquil atmosphere, and an unbeatable location come together at the Zen Beach Cottage, a three ...
From $695 per night (USD)
VRBO
From $759 per night (USD)
Expedia
The Cottage on Pine - Ready for Guests, January 2025!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Cottage on Pine! On Anna Maria Island (Anna Maria, FL) Ground Level Fully Renovated Beach Cottage in Hea ...
From $759 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Flexible Check-in and checkout days —with some exceptions for holidays and certain times of the year—and never on Sunday ...
From $362 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located at the quiet North end of Anna Maria Island, this charming 2-bedroom, 1-bath villa is a short walk to beautiful ...
From $388 per night (USD)
Expedia
From $319 per night (USD)
VRBO
2nd House from the Beach with No Roads to Cross
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads ...
From $319 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Bay Breeze Cottages #3
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $429 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Chillifish: Peaceful Floridian pool home in great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You can’t imagine anyone not falling in love with the exquisite "Chillifish" - a peaceful gem, decorated with the utmost ...
From $470 per night (USD)
VRBO
From $1252 per night (USD)
Expedia
Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Location, location, location! Hogfish is a spacious 4 bedroom, 3 ½ bath home within walking distance to Pine Avenue, Ci ...
From $1252 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Bay Breeze Cottages #2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $386 per night (USD)
VRBO
From $762 per night (USD)
Expedia
AMI Peppertree Paradise - Restored and Ready for Guests for November 2024!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to AMI Peppertree Paradise! On Anna Maria Island (Anna Maria, FL) 1970 sq. ft HIGHLIGHTS: - Kitchen, Dining Ar ...
From $762 per night (USD)
Expedia
From $648 per night (USD)
VRBO
Manatee Lookout by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of ...
From $648 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $370 per night (USD)
Expedia
From $549 per night (USD)
VRBO
Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and onl ...
From $549 per night (USD)
VRBO
From $1117 per night (USD)
Expedia
EXCEPTIONAL 5 BEDROOM, 4 BATH POOL HOME IN THE CITY OF ANNA MARIA!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Exceptional 5 bedroom, 4 bath home located at the north end of Anna Maria Island. Recently renovatedhome offers top of t ...
From $1117 per night (USD)
Expedia
From $334 per night (USD)
VRBO
AMI Retreat: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Retreat by Anna Maria Life Vacation Rentals 746 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $334 per night (USD)
VRBO
From $1598 per night (USD)
Expedia
Bridgeview: Bay front with sweeping views, sleeps 12!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Relax in this beautiful, bay view home! Bridgeview is the perfect vacation home for large family or multi-family getaway ...
From $1598 per night (USD)
Expedia
From $849 per night (USD)
VRBO
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lazy Lagoon by Anna Maria Life Vacation Rentals 220 Chilson Ave., Anna Maria, FL 34216 What You'll Love About This Home ...
From $849 per night (USD)
VRBO
From $3110 per night (USD)
Expedia
Sundowner Beach: Luxury Gulf-front, stunning views
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Welcome to Sundowner Beach! This luxury gulf-front property offers everything you need to enjoy the perfect beach getaw ...
From $3110 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Sea Spray 1: *Pet-friendly *Steps to the beach *Close to shops, restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $423 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $2023 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Villa Marisol, located at 797 North Shore Drive at the north end of Anna Maria Island and nestled on the shores of the G ...
From $2023 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $580 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come enjoy all of the relaxation that Glad Tidings has to offer for your next island getaway! This beautiful home has re ...
From $580 per night (USD)
VRBO
$Sunset at 714 - 4BR\/3BA - Anna Maria City - By Island Real Estate Vacations$
From $1126 per night (USD)
Expedia
Sunset at 714 - 4BR\/3BA - Anna Maria City - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Bean Point beach access is a favorite among locals who love surfing and soaking up sun putting “Sunset at 714” in on ...
From $1126 per night (USD)
Expedia
From $865 per night (USD)
VRBO
North Shore in Anna Maria
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* ...
From $865 per night (USD)
VRBO
$FantaSea - Gulf beachfront\/heated pool$
From $1330 per night (USD)
Expedia
FantaSea - Gulf beachfront\/heated pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Private oasis back yard with a large pool and your own Beach Volleyball Court. Step out the back gate to the Gulf Beache ...
From $1330 per night (USD)
Expedia
From $1735 per night (USD)
VRBO
Dream Vacation Destination! 8 bd Luxury Home with stunning Views! Pool and Spa!
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Blue Bay by Anna Maria Island Accommodations Home in Anna Maria, Florida VR16-000138 Welcome to Blue Bay – Your Lux ...
From $1735 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Home with Pool! Near Beach, Bay, and Pier! - Sweet Melissa's Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sweet Melissa's Beach House by AMI Locals Home in Anna Maria, Florida VR19-000057 Welcome to Sweet Melissa’s Beach H ...
From $619 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Luxury bungalow with pool and spa! Canal front with dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bamboo Bungalow by AMI Locals Home in Anna Maria VR19-000043 Welcome to the Bamboo Bungalow, a canal-front home where ...
From $559 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Bon Ami: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
804 North Bay Blvd., Anna Maria, FL 34216 What You'll Love About This Home: Location! Located just 1 block from Bean ...
From $605 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Naut 2 Shabby Bungalow 🤗 A sweet and cozy getaway on Pine Avenue!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cute as a bug bungalow on Anna Maria's lovely north end. A block from City Pier and Tampa Bay and only four blocks to th ...
From $237 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
770 Jacaranda Rd., Anna Maria, FL 34216 What you'll love about this home: Location! On the North End of Anna Maria 2 b ...
From $480 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Decked Out - Ready for Thanksgiving, No Damage! Huge Sunny Resort Style Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Decked Out! On Anna Maria Island (Anna Maria, FL) A gorgeous home filled with luxurious furnishings, high-en ...
From $650 per night (USD)
VRBO
From $2088 per night (USD)
Expedia
Beaches and Dreams: Ultimate Luxury Beachfront Paradise
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the Ultimate Beach Front Paradise on Anna Maria Island at Beaches & Dreams, where stunning panoramic bay view ...
From $2088 per night (USD)
Expedia
From $564 per night (USD)
VRBO
Canal-front home with private dock, covered lanai with heated pool and grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Coconut Tree Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $564 per night (USD)
VRBO
$Dog-friendly house w\/ heated private lagoon pool - two blocks from the beach$
From $595 per night (USD)
Expedia
Dog-friendly house w\/ heated private lagoon pool - two blocks from the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
LaRaya Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $595 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Dog-friendly house with heated private pool, island views & nearby beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $497 per night (USD)
VRBO
$Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park$
From $360 per night (USD)
Expedia
Beautiful cottage w\/ heated private pool - walk to beach, dining, Bayfront Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Harmony House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $360 per night (USD)
Expedia
$Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining$
From $673 per night (USD)
VRBO
Beautiful, well-maintained home w\/ heated private pool - walk to beach & dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sundance Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $673 per night (USD)
VRBO
$Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK$
From $611 per night (USD)
Expedia
Old Florida-style cottage w\/ private heated pool - walk to the beach - dogs OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mangrove Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $611 per night (USD)
Expedia
$High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows$
From $709 per night (USD)
VRBO
High-end home w\/ heated private pool\/spa, courtyard, & floor-to-ceiling windows
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Dream Maker Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $709 per night (USD)
VRBO
From $1102 per night (USD)
Expedia
Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Mermaid Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1102 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anna Maria's Finest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $509 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Charming gulf-front home right on the beach - stunning views, dogs welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Dolphin Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $607 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Incredible, spacious home with a private heated pool - close to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Le Paradis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $338 per night (USD)
VRBO
$Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach$
From $767 per night (USD)
Expedia
Canalfront home w\/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Heavenly Holly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $767 per night (USD)
Expedia
$Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach$
From $613 per night (USD)
VRBO
Breezy canalfront home w\/ heated pool & dock - 3 blocks to Bean Point Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Paradise Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $613 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Adorable Cottage with Heated Pool - Fantastic Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Buttonwood Cottage by AMI Locals Home in Anna Maria, Florida Full of old Florida charm and recently restored, we welcom ...
From $534 per night (USD)
Expedia
From $1113 per night (USD)
VRBO
Beachfront Home with Private Beach Access Near Restaurants & Shops - Happy Ours
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Happy Ours by AMI Locals Home in Anna Maria, FL Welcome to Happy Ours! This spacious beachfront home on Anna Maria Isla ...
From $1113 per night (USD)
VRBO
$Enjoy \Endless Summer\ at this awesome luxury beach house with your family!$
From $1299 per night (USD)
Expedia
Enjoy \"Endless Summer\" at this awesome luxury beach house with your family!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Endless Summer by Anna Maria Island Locals Home in Anna Maria, FL Just one street over from Pine Ave Highlights: - Bea ...
From $1299 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Point's Hideaway - Ready for Guests, January 2025!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Point's Hideaway! On Anna Maria Island (Anna Maria, FL) HIGHLIGHTS: - Kitchen, Dining, Living w/ TV - 1 King ...
From $814 per night (USD)
VRBO
From $1152 per night (USD)
Expedia
Luxury home, close to the beach! Pool and Spa, great for families!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Freckled Fin by AMI Locals Home in Anna Maria, Florida VR19-000006 Welcome to Freckled Fin, a fun and luxurious vacati ...
From $1152 per night (USD)
Expedia
From $1090 per night (USD)
VRBO
Serendipity Gulfront- gulf beach front
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell sear ...
From $1090 per night (USD)
VRBO
$Water views- 4 bedroom\/2 bath$
From $1082 per night (USD)
Expedia
Water views- 4 bedroom\/2 bath
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sky by Serendipity is a unique, elevated island home with 4 bedrooms and 2 bathrooms. Conveniently located on the north ...
From $1082 per night (USD)
Expedia
$TripleTail- beachfront 4\/4$
From $1278 per night (USD)
VRBO
TripleTail- beachfront 4\/4
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 bedroom 4 bath Beach Front Home with Panoramic views of the Ocean and Skyway Bridge. Watch dolphins swim and play in y ...
From $1278 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Experience Family Fun at Shore Bet: Pool, Games & Dock with Upgrades Coming!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Shore Bet by AMI Locals Home in Anna Maria, Florida VR21-000037 Welcome to Shore Bet, a beautiful canal-front vacatio ...
From $679 per night (USD)
Expedia
From $1370 per night (USD)
VRBO
Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castl ...
From $1370 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Starfish Cottage - sleeps 4 guests in 2 bedrooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Starfish Cottage is situated towards the top end of Anna Maria Island. The property is extremely well furnished and equ ...
From $402 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
OHasis Getaway is a true oasis on both the outside and inside! When you step into our vacation rental, your eyes are im ...
From $482 per night (USD)
VRBO
From $858 per night (USD)
Expedia
C-View by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Mari ...
From $858 per night (USD)
Expedia
From $593 per night (USD)
VRBO
Waterfront home near beaches with private heated pool, spa, and more
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Surrounded By Sea Breezes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $593 per night (USD)
VRBO
$Colorful beach cottage w\/ heated private pool & grill area - dog-friendly$
From $638 per night (USD)
Expedia
Colorful beach cottage w\/ heated private pool & grill area - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea's The Day Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $638 per night (USD)
Expedia
From $614 per night (USD)
VRBO
La Cocolia in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house ...
From $614 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Moon Shadow South: North End of Anna Maria Island with Spectacular Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just ...
From $644 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Seas The Day: North End Canal Front, Fishing Dock & Kayaks by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
522 Bayview Place, Anna Maria, FL 34216 What You'll Love About This Home: Location - North End on a Canal with Private ...
From $319 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Wake up on the waters of Tampa Bay in a north Anna Maria home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two story elevated beach home with gorgeous water views, steps from park and two fishing piers. Enjoy meals in the separ ...
From $292 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
301 Poinsettia Rd., Anna Maria, FL 34216 What you'll love about this home: Location! On the North End of Anna Maria 2 ...
From $395 per night (USD)
VRBO
From $706 per night (USD)
Expedia
New Construction & Ready for Post-Hurricane Visits! 30' Pool & Boat Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
DESCRIPTION:  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $706 per night (USD)
Expedia
From $729 per night (USD)
VRBO
Toes in the Water: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Toes in the Water by Anna Maria Life Vacation Rentals 110 Palm Ave, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $729 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly redesigned elevated 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art qua ...
Click For Pricing
Expedia
From $1239 per night (USD)
VRBO
Casa Mariposa - Ready for Guests, November 2024!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) HIGHLIGHTS: - Open layout and spacious Kitchen, Dining ...
From $1239 per night (USD)
VRBO
From $587 per night (USD)
Expedia
Surf's Up Cottage: Tropical Landscaped Beach Cottage with Heated Jetted Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to SURF’S UP, located one block from the sugary white sand beaches on the desirable north end of the Anna Maria. ...
From $587 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Casa Posada - Ready for Guests, December 2024!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Casa Posada! On Anna Maria Island (Anna Maria, FL) Managed by Once Upon A Beach Vacation Rentals, a locally o ...
From $496 per night (USD)
VRBO
From $598 per night (USD)
Expedia
La Bella Bungalow Beachfront, nostalgic beach cottage ambiance 🌅
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beachfront Anna Maria Island cottage includes a spectacular view and a nostalgic beach cottage feel. There's certa ...
From $598 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Perfect summer vacation home! Close to Bean Point, great pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Feelin' Salty by AMI Locals Home in Anna Maria, FL Highlights: - Pool - Ping pong table - Open concept layout with ple ...
From $805 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Paradise Bound by AMI Locals Home in Anna Maria, Florida VR21-000036 Welcome to Paradise Bound, a four bedroom and four ...
From $977 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Sea Whisper in north-end Anna Maria with private dock and pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to Sea Whisper, our brand new renovated home with 3 bedrooms / 3 bathrooms, private dock, swimming pool, and spa ...
From $641 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Charming house with private heated pool, lanai. Great location to beach & shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Quaint Northshore Cottage a few blocks from the village of Anna Maria and the Gulf of Mexico beaches. Sapphire Surf is ...
From $438 per night (USD)
Expedia
$BEAUTIFUL DIRECT BAY FRONT, Steps to Village, FREE WiFi\/Trolley, Dog*(See...$
From $389 per night (USD)
VRBO
BEAUTIFUL DIRECT BAY FRONT, Steps to Village, FREE WiFi\/Trolley, Dog*(See...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST-MINUTE DEALS! Avoca...a Gaelic word that means "the meeting of the waters," and the perfe ...
From $389 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Beautifully remodeled 3 bedroom luxury home, just steps to BEACH! Brand-new Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Deckhouse by AMI Locals Home in Anna Maria, FL Highlights: • Brand new pool with spa • Multiple decks • Keurig cof ...
From $641 per night (USD)
Expedia
From $577 per night (USD)
VRBO
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a ...
From $577 per night (USD)
VRBO
From $1105 per night (USD)
Expedia
Luxury Home with Heated Pool, Hot Tub, and Entertainment Area!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Private pool and hot tub • Game area • Multiple balconies ...
From $1105 per night (USD)
Expedia
From $1666 per night (USD)
VRBO
Awesome Family Home with Pool, Dock, Putting Green - Lavender Lagoon
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR22-000006 Make Lavender Lagoon yo ...
From $1666 per night (USD)
VRBO
From $652 per night (USD)
Expedia
Tropical Oasis with Private Pool and Game Room, 3 Blocks to Beach or Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Highlights • Less than a 10-minute walk to the beach or bay • Private Pool • Ping Pong Table • Washer and Dryer Pel ...
From $652 per night (USD)
Expedia

Search Your Destination Now!

Anna Maria Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals