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Beach access
Beachy Paradise
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Laundry
- Ironing facilities
- Garden area
Situated just a 6-minute walk from Beach Art Center, Beachy Paradise Clearwater Beach villa entices guests to explore various tourist attractions in the area.
Beachy Paradise
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Laundry
- Ironing facilities
- Garden area
Beachy Paradise
Situated just a 6-minute walk from Beach Art Center, Beachy Paradise Clearwater Beach villa entices guests to explore various tourist attractions in the area.
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Private beach
Beach House
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Jacuzzi
- Terrace
During the stay at the 2-bedroom Beach House Largo villa, guests can indulge in bike riding or visit Florida Botanical Gardens, located around 10 minutes away by car. Pampering guests with a Jacuzzi, the property features views of the garden and is nestled 3.8 km from Indian Rocks Historical Museum.
Beach House
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Jacuzzi
- Terrace
Beach House
During the stay at the 2-bedroom Beach House Largo villa, guests can indulge in bike riding or visit Florida Botanical Gardens, located around 10 minutes away by car. Pampering guests with a Jacuzzi, the property features views of the garden and is nestled 3.8 km from Indian Rocks Historical Museum.
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Top location
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Beach access
Beach Escape By Coastal Chic Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
Half Block To Beach, Remodeled 2Br, Patio & Grill Holmes Beach villa offers proximity to such city sites as Ana Maria Island Public, located approximately 5 minutes' walk away.
Beach Escape By Coastal Chic Vacations
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
Beach Escape By Coastal Chic Vacations
Half Block To Beach, Remodeled 2Br, Patio & Grill Holmes Beach villa offers proximity to such city sites as Ana Maria Island Public, located approximately 5 minutes' walk away.
Holiday Cottages in Anna Maria
Modern Coastal Retreat W Waterfront Canal Views
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Terrace
Offering a games room for guests' entertainment, Modern Coastal Retreat W Waterfront Canal Views Tampa villa features a location in a residential area of Tampa.
Modern Coastal Retreat W Waterfront Canal Views
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Terrace
Modern Coastal Retreat W Waterfront Canal Views
Offering a games room for guests' entertainment, Modern Coastal Retreat W Waterfront Canal Views Tampa villa features a location in a residential area of Tampa.
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Beach access
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun terrace
Accommodating up to 2 guests, the 3-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa is situated 0.7 km from renowned cultural sites such as the co-op Gallery on Siesta Key. This 1-bedroom chalet offers guests a relaxing experience with a foot bath.
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun terrace
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio
Accommodating up to 2 guests, the 3-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa is situated 0.7 km from renowned cultural sites such as the co-op Gallery on Siesta Key. This 1-bedroom chalet offers guests a relaxing experience with a foot bath.
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Guest favorite
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Beach access
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Ensuring a relaxing stay with a foot bath, the 4-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is situated 14 minutes on foot from Siesta Beach Pavillion and can accommodate 7 guests.
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
Ensuring a relaxing stay with a foot bath, the 4-room Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is situated 14 minutes on foot from Siesta Beach Pavillion and can accommodate 7 guests.
Holiday Cottages in Anna Maria with Private Pool
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Great deal
Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10, Largo
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Heated swimming pool
Located nearly a 10-minute ride from Hamlins Landing Shopping Center, Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10, Largo villa provides access to various tourist attractions in the vicinity.
Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10, Largo
- BBQ facilities
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Heated swimming pool
Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10, Largo
Located nearly a 10-minute ride from Hamlins Landing Shopping Center, Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10, Largo villa provides access to various tourist attractions in the vicinity.
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Beach access
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun loungers
The 2-bedroom Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr villa is located merely 1.4 km from Siesta Key Beach and has a terrace and a picnic area to ensure a memorable stay. Staying at this accommodation, in close proximity to Siesta Key Beach Access 7, guests can enjoy Wi-Fi and a private parking lot.
The on-site treatment facilities include a foot bath.
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun loungers
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
The 2-bedroom Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr villa is located merely 1.4 km from Siesta Key Beach and has a terrace and a picnic area to ensure a memorable stay. Staying at this accommodation, in close proximity to Siesta Key Beach Access 7, guests can enjoy Wi-Fi and a private parking lot.
The on-site treatment facilities include a foot bath.
Private King Bed Suite-Near Ami Beach-Walk Dtown.
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Located approximately 3 km from the open - air museum "Manatee Village Historical Park", Private King Bed Suite-Near Ami Beach-Walk Dtown. Bradenton villa gives access to various tourist sites in the vicinity.
Private King Bed Suite-Near Ami Beach-Walk Dtown.
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Ironing facilities
- Garden area
Private King Bed Suite-Near Ami Beach-Walk Dtown.
Located approximately 3 km from the open - air museum "Manatee Village Historical Park", Private King Bed Suite-Near Ami Beach-Walk Dtown. Bradenton villa gives access to various tourist sites in the vicinity.
Luxury Holiday Cottages in Anna Maria
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Beach access
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun terrace
Nestled a mere 1.4 km from Siesta Key Beach, the 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is boasting a sunbathing terrace and a picnic area for guests' enjoyment. This property is located within a few blocks of Siesta Key Drum Circle and offers guests to relax in a foot bath available on site.
The surroundings are perfect for cycling.
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Massage
- Sun terrace
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr
Nestled a mere 1.4 km from Siesta Key Beach, the 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is boasting a sunbathing terrace and a picnic area for guests' enjoyment. This property is located within a few blocks of Siesta Key Drum Circle and offers guests to relax in a foot bath available on site.
The surroundings are perfect for cycling.
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Beach access
Lil John Coastal Cottage Near Siesta Key Beach
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Security
- Air conditioning
- Flat-screen TV
- Sun terrace
Located only 400 metres from Renaissance School of Art, Lil John Coastal Cottage Near Siesta Key Beach Sarasota provides access to various tourist attractions in the vicinity.
Cars are available for rent to explore the surroundings, where you can also try canyoning, mini golf, and fisheries.
Lil John Coastal Cottage Near Siesta Key Beach
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Security
- Air conditioning
- Flat-screen TV
- Sun terrace
Lil John Coastal Cottage Near Siesta Key Beach
Located only 400 metres from Renaissance School of Art, Lil John Coastal Cottage Near Siesta Key Beach Sarasota provides access to various tourist attractions in the vicinity.
Cars are available for rent to explore the surroundings, where you can also try canyoning, mini golf, and fisheries.
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Beach access
Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Luggage storage
- Sun loungers
Offering a location a 5-minute stroll from Sarasota Beach, Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr villa gives access to various tourist spots in the area.
Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Luggage storage
- Sun loungers
Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr
Offering a location a 5-minute stroll from Sarasota Beach, Beach Rd 300Ft To Beach Access And 500Ft To Siesta Key Village 2Bdr villa gives access to various tourist spots in the area.
Dog-Friendly Cottages in Anna Maria
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Beach access
"Oasis" Historic Beachside Cottage Retreat
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Jacuzzi
- Garden area
Located a 17-minute walk from Kolb Park, "Oasis" Historic Beachside Cottage Retreat Clearwater Beach gives access to various tourist sites in the vicinity. This country house offers guests a relaxing experience with a Jacuzzi.
"Oasis" Historic Beachside Cottage Retreat
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Jacuzzi
- Garden area
"Oasis" Historic Beachside Cottage Retreat
Located a 17-minute walk from Kolb Park, "Oasis" Historic Beachside Cottage Retreat Clearwater Beach gives access to various tourist sites in the vicinity. This country house offers guests a relaxing experience with a Jacuzzi.
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Beach access
"Palms" Gulf-View Historic Cottage Retreat
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Jacuzzi
- Garden area
Palms: Gulf-View Retreat With Sunset Deck Guest House Clearwater Beach villa is situated merely 9 minutes' walk from Splash Harbour Water Park and provides a Jacuzzi for additional comfort.
"Palms" Gulf-View Historic Cottage Retreat
- Cookware/ Kitchen utensils
- Air conditioning
- Luggage storage
- Laundry
- Jacuzzi
- Garden area
"Palms" Gulf-View Historic Cottage Retreat
Palms: Gulf-View Retreat With Sunset Deck Guest House Clearwater Beach villa is situated merely 9 minutes' walk from Splash Harbour Water Park and provides a Jacuzzi for additional comfort.
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Beach access
Two Quiet Smoke-Free Rooms For 4
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Located approximately 10 minutes by car from Dooley Groves Seasonal Goods Store, the 2-room Two Quiet Smoke-Free Rooms For 4 Ruskin villa provides access to various tourist attractions in the vicinity.
Sport lovers can benefit from yoga instruction.
Two Quiet Smoke-Free Rooms For 4
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Two Quiet Smoke-Free Rooms For 4
Located approximately 10 minutes by car from Dooley Groves Seasonal Goods Store, the 2-room Two Quiet Smoke-Free Rooms For 4 Ruskin villa provides access to various tourist attractions in the vicinity.
Sport lovers can benefit from yoga instruction.
Cheap Cottages in Anna Maria
August Deals Pet Friendly And Hot Tub Suite B
- Free parking
- Heating
August Deals Pet Friendly And Hot Tub Suite B Clearwater Beach villa offers quick access to such city attractions as Cavalry Episcopal Church, located nearly a 5-minute walk away.
August Deals Pet Friendly And Hot Tub Suite B
- Free parking
- Heating
August Deals Pet Friendly And Hot Tub Suite B
August Deals Pet Friendly And Hot Tub Suite B Clearwater Beach villa offers quick access to such city attractions as Cavalry Episcopal Church, located nearly a 5-minute walk away.
August Pet Friendly And Hot Tub Suite A
- Free parking
- Heating
August Pet Friendly And Hot Tub Suite A Clearwater Beach villa offers quick access to such city attractions as Cavalry Episcopal Church, located a 5-minute stroll away.
August Pet Friendly And Hot Tub Suite A
- Free parking
- Heating
August Pet Friendly And Hot Tub Suite A
August Pet Friendly And Hot Tub Suite A Clearwater Beach villa offers quick access to such city attractions as Cavalry Episcopal Church, located a 5-minute stroll away.
Are you in a hurry?
Here is a quick list of hotels in Anna Maria, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Beachy Paradise |
9.6 / 10 (8 Reviews) |
From 298$ | |
| Beach House |
7.5 / 10 (6 Reviews) |
From 160$ | |
| Beach Escape By Coastal Chic Vacations |
10.0 / 10 (1 Reviews) |
From 428$ | |
| Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio |
9.4 / 10 (8 Reviews) |
From 359$ |
Frequently Asked Questions
What are the best holiday cottages near Anna Maria beach?
Cottages like Beach House and Beachy Paradise are just a short walk from Anna Maria Beach. They offer direct access to sandy shores and stunning sunsets.
Visit Anna Maria Beach before 10 am for quieter mornings and better sunbathing spots.
Where can I find pet-friendly holiday cottages in Anna Maria?
Cottages like August Deals Pet Friendly And Hot Tub Suite A welcome pets. Enjoy your stay with your furry friends without worrying about pet policies.
Book with August Deals during non-peak seasons for better rates and availability for your pet.
Which holiday cottages in Anna Maria are best for families?
Consider booking Lil John Coastal Cottage Near Siesta Key Beach or Beach Escape By Coastal Chic Vacations for family-friendly accommodations. Both have spacious living areas and kitchens.
Plan family outings, like nearby excursions to the Anna Maria Island Historical Museum, to enrich the kids' experience.
What holiday cottages in Anna Maria offer pools?
Screened Heated Pool, 15 Min To Beach 4Br Sleeps 10 and Oasis Historic Beachside Cottage Retreat feature private pools for a refreshing dip. This is perfect for cooling off after a beach day.
Enjoy pool time early in the morning or late afternoon to avoid the midday heat.
Which holiday cottages in Anna Maria have great views?
Check out the Modern Coastal Retreat W Waterfront Canal Views for beautiful water sights. Sunrise and sunset views are especially stunning.
Arrange evening meals outside to fully appreciate the breathtaking scenery at sunset.
Are there budget-friendly holiday cottages in Anna Maria?
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village offers affordable options for travelers. You'll still enjoy proximity to local attractions.
Book on weekdays and outside of peak seasons for the best deals.
What are the romantic holiday cottages in Anna Maria?
Consider staying at 'Palms' Gulf-View Historic Cottage Retreat for a romantic getaway. It offers a cozy atmosphere and beautiful gulf views.
Plan a candlelit dinner at a nearby restaurant like The Sandbar Restaurant for a perfect evening.
What unique local events should I consider when visiting Anna Maria?
Check out the Anna Maria Island Art League's events, where local artists showcase their work. Events often include art exhibits and festivals throughout the year.
Visit during the spring for the Annual Art League Craft Festival for a colorful experience.
What's the best way to explore Anna Maria Island?
Biking is a great way to explore the island, with designated bike paths in key areas. Many cottages offer complimentary bike rentals for guests.
Start your ride early, especially on weekends, to enjoy a peaceful atmosphere and avoid crowds.
How can I make the most of my stay at a holiday cottage in Anna Maria?
Plan visits to local landmarks like Bean Point and the Anna Maria Island Historical Museum, which are both easily accessible from your cottage. Engaging in local activities makes your trip special.
Check local schedules for seasonal events like the Anna Maria Island Sandbar Winter Festival for additional fun.