Anna Maria Island Vacation Rentals

1-24 of 143 rentals
Bay-facing condo with amazing views and heated pool - beach across the street

Bay-facing condo with amazing views and heated pool - beach across the street

Condo in Anna Maria, FL

Rating4.72
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$281/night
Luxury Gulf-front condo with beach access, heated pool, sunset views, & balcony

Luxury Gulf-front condo with beach access, heated pool, sunset views, & balcony

Condo in Bradenton Beach, FL

Rating4.87
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$502/night
Anna Maria Island condo with heated pool, short walk from the beach

Anna Maria Island condo with heated pool, short walk from the beach

Condo in Holmes Beach, FL

Rating4.58
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$311/night
Breezy condo with WiFi & pool - minutes from beach, shopping, & dining

Breezy condo with WiFi & pool - minutes from beach, shopping, & dining

Condo in Bradenton Beach, FL

Rating4.44
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$173/night
Beachfront condo with WiFi, two decks, Gulf views & pool - walk to the trolley

Beachfront condo with WiFi, two decks, Gulf views & pool - walk to the trolley

Condo in Holmes Beach, FL

Rating4.65
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
3Bathrooms
$442/night
First-floor condo with pools, hot tubs & tennis - near IMG & Gulf beaches

First-floor condo with pools, hot tubs & tennis - near IMG & Gulf beaches

Condo in Bradenton, FL

Rating4.72
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$151/night
Cozy Beachfront Villa | Direct Gulf Access | Free Parking, W/D

Cozy Beachfront Villa | Direct Gulf Access | Free Parking, W/D

Villa in Holmes Beach, FL

Rating4.40
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$224/night
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach

Ground-floor home with fast WiFi, shared pool, & central AC - close to beach

House in Holmes Beach, FL

Rating4.39
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$204/night
Suite near the beach & restaurants with covered deck & shared grill

Suite near the beach & restaurants with covered deck & shared grill

Apartment in Holmes Beach, FL

Rating4.18
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$207/night
Old Florida-style cottage w private heated pool - walk to the beach - dogs OK

Old Florida-style cottage w private heated pool - walk to the beach - dogs OK

House in Anna Maria, FL

Rating4.31
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$545/night
Serene oceanfront suite with Gulf view, grill, patio, central AC, & WD

Serene oceanfront suite with Gulf view, grill, patio, central AC, & WD

Apartment in Holmes Beach, FL

Rating4.42
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$190/night
Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking

Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking

House in Anna Maria, FL

Rating4.72
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$290/night
2nd-floor condo with heated pool - walk to beach & Bridge Street

2nd-floor condo with heated pool - walk to beach & Bridge Street

Condo in Bradenton Beach, FL

Rating4.78
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$216/night
Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Dog-friendly home with amazing backyard, pool, spa, putting green & game room

House in Anna Maria, FL

Rating4.68
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$381/night
Duplex near beach with heated pool, grill, washer-dryer, patio, AC

Duplex near beach with heated pool, grill, washer-dryer, patio, AC

Condo in Bradenton Beach, FL

Rating4.17
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$202/night
Charming 3BR Home w Private Lanai & Pool Near Anna Maria Beaches & IMG Academy

Charming 3BR Home w Private Lanai & Pool Near Anna Maria Beaches & IMG Academy

House in Bradenton, FL

Rating4.68
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$214/night
2nd Floor OceanView Home Steps to Beach - Shared Pool & Putting Green - On-Site Parking

2nd Floor OceanView Home Steps to Beach - Shared Pool & Putting Green - On-Site Parking

Condo in Bradenton Beach, FL

Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$424/night
Beachview balconies with pool, steps from the beach

Beachview balconies with pool, steps from the beach

House in Bradenton Beach, FL

Persons
12Persons
Bedrooms
6Bedrooms
Bathrooms
6Bathrooms
$1,253/night
Ground-floor duplex with fast WiFi, central AC & grill

Ground-floor duplex with fast WiFi, central AC & grill

Apartment in Anna Maria, FL

Rating4.46
Persons
2Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$160/night
Waterfront condo with pool and easy access to sugar sand beach

Waterfront condo with pool and easy access to sugar sand beach

Condo in Holmes Beach, FL

Rating4.78
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$278/night
3rd Floor OceanView Condo Steps to Beach - Shared Pool & Putting Green - On-Site Parking

3rd Floor OceanView Condo Steps to Beach - Shared Pool & Putting Green - On-Site Parking

Condo in Bradenton Beach, FL

Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$444/night
Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach

Condo in Anna Maria, FL

Rating4.47
Persons
2Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$205/night
Dog-friendly house w beautiful upstairs deck and grill, steps from the beach

Dog-friendly house w beautiful upstairs deck and grill, steps from the beach

House in Anna Maria, FL

Rating3.91
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$319/night
Dog-friendly seaside home - heated private pool & spa, great location near beach

Dog-friendly seaside home - heated private pool & spa, great location near beach

House in Holmes Beach, FL

Rating4.16
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$333/night