Vacation Rentals
40 properties available
Welcome to Marina View Villa!In Historic Cortez Village (Cortez, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.*NEW TO THE RENTAL MARKET. Pictures & additional amenities coming soon!*HIGHLIGHTS:- Separate Living & Sleeping Floors- 1 King Bedroom w/ TV, En-Suite Shower- Screene
Marina View Villa
Off Island
$180.00 - $550.00 / per night
3
bedrooms
2
baths
6
guests
5
(1)
Welcome to Family Tides - Unit AOn Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals1200 sq ft.This home is located in a duplex that has two units. This listing is for the second floor Unit A ONLY with 3 bedrooms and 2 bathrooms and access to the property's shared heated pool, rooftop deck and parking. The individu
Family Tides - A
Bradenton Beach
$260.00 - $880.00 / per night
3
bedrooms
2
baths
8
guests
Welcome to Three Little Birds!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated vacation rental agency.BRAND NEW TO THE RENTAL MARKET. Three Little Birds is the epitome of luxury; a new completely renovated waterfront luxury home with Gulf of Mexico views and directly across
Three Little Birds
Anna Maria
$576.00 - $2,300.00 / per night
4
bedrooms
3
baths
8
guests
Welcome to Bateman's!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.2543 sq. ft.HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ TV- 1 King Bedroom w/ TV, En-Suite Full Bathroom- 1 King Bedroom w/ TV, En-Suite Full Bathroom- 1 King
Bateman's
Anna Maria
$540.00 - $2,200.00 / per night
4
bedrooms
4
baths
8
guests
5
(11)
Welcome to Decked Out!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.A gorgeous home filled with luxurious furnishings, high-end touches, and smart home technology! The home is picture perfect from a Pottery Barn or Restoration Hardware magazine and co
Decked Out
Anna Maria
$306.00 - $720.00 / per night
2
bedrooms
2
baths
4
guests
5
(11)
Welcome to Sandy Pants!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.2150 sq. ft.HIGHLIGHTS:- Kitchen, Dining, Living w/ TV- 1 King Bedroom - 1 Queen Bedroom - 1 Custom Bunk Room w/ 3 Twin Beds and 2 Double Beds- Sleeper SofaPool Area
Sandy Pants
Holmes Beach
$355.00 - $900.00 / per night
3
bedrooms
2
baths
8
guests
5
(33)
Welcome to Sunset Margarita!Bradenton, Florida (Just OFF Anna Maria Island, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated vacation rental agency.Less than 2 miles from the Anna Maria Public Beach in the highly desirable brand new Margaritaville’s One Particular Harbour complex, clean, beautiful and bright!Thir
Sunset Margarita
Off Island
$202.50 - $432.00 / per night
2
bedrooms
2
baths
5
guests
5
(1)
Welcome to Family Tides - Unit BOn Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals1200 sq ft.This home is located in a duplex that has two units. This listing is for the third floor Unit B ONLY with 3 bedrooms and 2 bathrooms and access to the property's shared heated pool, rooftop deck and parking. The individua
Family Tides - B
Bradenton Beach
$260.00 - $880.00 / per night
3
bedrooms
2
baths
8
guests
Welcome to Anna Maria Aloha!On Anna Maria Island (Anna Maria, Florida)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Renovated, Designer Inspired, Ground Level Home on Beach Block Just Steps to Pristine Beaches of Anna Maria Island!HIGHLIGHTS:- Fully Equipped Kitchen, Dining, Living Room
Anna Maria Aloha
Anna Maria
$251.10 - $650.00 / per night
3
bedrooms
2
baths
6
guests
5
(8)
Welcome to Shore's Nice!On Anna Maria Island (Anna Maria, Florida)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Renovated Pristine Modern Beach Cottage w/ Peek-A-Boo Bay ViewsHIGHLIGHTS:- Kitchen, Dining, Living w/ TV- 1 King Bedroom, En-Suite Full Bathroom- 1 King Bedroom- Full Hall
Shore's Nice
Anna Maria
$265.50 - $612.00 / per night
2
bedrooms
2
baths
4
guests
5
(9)
Welcome to Casa Mariposa!On Anna Maria Island (Anna Maria, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.HIGHLIGHTS:- Open layout and spacious Kitchen, Dining seating 8, Living w/ TV on MAIN 2nd floor- Multiple screened in porches/lanai areas- 2 Twin XL Bedroom w/ TV, En-Suite Full Ba
Casa Mariposa
Anna Maria
$432.00 - $1,800.00 / per night
4
bedrooms
4
baths
8
guests
5
(7)
Welcome to Serenity Now!On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated vacation rental agency.HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ TV, Covered Porch/Balcony off living area- 1 King Bedroom w/ TV, En-Suite Full Bathroom (shower, tub, double sink), Walk-in
Serenity Now
Holmes Beach
$378.00 - $1,450.00 / per night
4
bedrooms
3
baths
8
guests
5
(4)
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