Hotel Geres - Vacation Rentals in Anna Maria

A Place in Paradise From US $132
         

|
7.9 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Serendipity Gulfront- gulf beach front From US $1,504
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Vitamin Sea managed by Beach Retreats FL Anna Maria Island From US $1,235
         

9.6 (49 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Anna Maria

Over 1597+ Luxury Places to Stay in or Near Anna Maria
The Rod and Reel Resort From US $6,197
         

New
Resort
  • Air Conditioner
  • TV
  • Security/Safety
Salty Sister - 302 From US $5,326
         

|
9.5 (4 Reviews)
House
  • Parking
  • View
  • Ocean View
Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation From US $3,913
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Bay View Beauty From US $3,569
         

|
New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Banyan Beach - 104 Beach Ave From US $3,284
         

Top-Rated Vacation Rentals with a Pool in Anna Maria

Over 1270+ Top-Rated Vacation Rentals with a Pool in or Near Anna Maria
Private Pool - Seaglass Cottage by SeaBreeze Vacation From US $505
         

10.0 (133 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Amie House Mod BEACH Getaway From US $1,138
         

10.0 (99 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf From US $971
         

Pet-Friendly Vacation Rentals in Anna Maria

Over 512+ Pet-Friendly Vacation Rentals in or Near Anna Maria
Cloud 9 - BeachFront Splendor From US $2,309
         

10.0 (47 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Shore by AMI Locals From US $355
         

|
10.0 (1 Review)
House
  • Pet Friendly
  • Pool
  • Child Friendly
Waves- steps from the beach with a water view From US $1,014
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bay Breeze Cottages #1 (The Mahi-Mahi) From US $367
         

9.8 (89 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Anna Maria

Over 325+ Large Vacation Homes & Villas in or Near Anna Maria
Beach Breeze by AMI Locals From US $325
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Pool
Upscale waterfront home, private pool, beautiful views! From US $742
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront! 2 Masters! From US $2,954
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Pool
  • TV
Beach Bay Serenity: Pine Ave canal front pool home From US $770
         

Wheelchair Accessible Vacation Homes in Anna Maria

Over 190+ Wheelchair Accessible Vacation Homes in or Near Anna Maria
Blue Crush by AMI Locals From US $445
         

|
10.0 (1 Review)
House
  • Parking
  • Pool
  • View
luxury beachfront/heated pool From US $1,814
         

9.6 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
4 Beds 4.5 Bath with Pool 3 Blocks to Beach From US $971
         

Pete's Blue Heaven: Steps to beach w/heated pool From US $529
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Anna Maria Vacation Rentals and Airbnb Places to Stay Under $200

Over 19+ Anna Maria Vacation Rentals and Airbnb Places to Stay Under $200
South Bay Inn 4 From US $191
         

|
New
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Bayside Bungalows by AMI Locals From US $166
         

|
4.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Ground-floor duplex with fast WiFi, central AC & grill From US $165
         

Instantly Bookable Vacation Homes in Anna Maria

Over 1062+ Instantly Bookable Vacation Homes in or Near Anna Maria
FantaSea - Gulf beachfront/heated pool From US $997
         

9.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pool*Hot Tub*Tiki Bar*Pickleball Court*Dock From US $879
         

9.8 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Anna Maria Vacation Rentals

With more than 1606 Anna Maria vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelgeres and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Anna Maria.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelgeres Anna Maria, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Anna Maria. Places to stay near Anna Maria are 1573.8 ft² on average, with prices averaging US $848 a night.

Hotelgeres makes it easy and safe to find and compare vacation rentals in Anna Maria with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Anna Maria

Type Count
Vacation Homes 1426
Holiday Apartments 36
Villas 36
Cottages 33
Resorts 23
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Anna Maria

Pro Tip: Hotelgeres makes it easy to compare the best listings on Hotelgeres homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelgeres homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Anna Maria.

Weather in Anna Maria

View the weather forecast for Anna Maria before booking your Anna Maria Vacation Rentals to confirm your best time to go.

December - February
High 75°F       Low 58°F
March - May
High 86°F       Low 61°F
June - August
High 91°F       Low 76°F
September - November
High 89°F       Low 63°F

Anna Maria Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Anna Maria?
How many vacation rentals are available in Anna Maria?

Currently, the total number of properties listed in 2026 is over 1606 in the Anna Maria area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anna Maria.