Serendipity Vacation Rentals

(12 rentals)
Serendipity Vacation Rentals
43 reviews
Serendipity is committed to providing a luxurious and cozy vacation experience. With amazing vacation homes located in Anna Maria Island and Park City, you are bound to find the perfect destination. Our goal is to help you enjoy your vacation to the fullest, so whichever location or property you choose, you won’t be disappointed.

We look forward to making your ...
See more
Serendipity is committed to providing a luxurious and cozy vacation experience. With amazing vacation homes located in Anna Maria Island and Park City, you are bound to find the perfect destination. Our goal is to help you enjoy your vacation to the fullest, so whichever location or property you choose, you won’t be disappointed.

We look forward to making your stay at one of our homes a trip to remember. We hope to make it a pleasant experience, one you’ll want to repeat for many years to come!
See less
booking message booking message
Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1288

avg/night

$1,288
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage Sunset's from your back deck and morning shell searches out your back door. All bedrooms are King Bed en-suite. Located on the North End of Anna Maria Island. Gas BBQ on the lower deck. TV are located in all bedrooms. Plenty of space ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$1241

avg/night

$1,241
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you to ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$2149

avg/night

$2,149
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Private Beachfront Home - one block from Pine Avenue and the City Pier. Watch dolphins and manatees swim by from your back deck. Bike or take the golf cart (included) to explore the island and boutique shops and restaurants. Ground floor has a beachfront king bedroom with en-suite bathroom, second king ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms

$1203

avg/night

$1,203
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North End of Anna Maria Island. BBQ grill, bikes, paddle boards, and kayaks are all included. Your backyard is a beautiful view of Egmont Key & the Skyway Bridge and your front yard is ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
3 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 4 bathrooms

$1203

avg/night

$1,203
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located at the north end of Anna Maria Island, this 3 bedroom/3.5 bath home offers unique and well-appointed surroundings to make your trip memorable. Custom finishes, light fixtures, and furnishings were all handpicked to make this home truly one of a kind. The main level offers two guest suites, a living ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
2 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 4 bathrooms

$2062

avg/night

$2,062
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

LimeFish is a luxurious newly remodeled 3 bedroom (1 king-sized, 1 queen-sized, and a bunk room)/3 bathroom single level home right on the sands of Anna Maria Island. Additional sleeping accommodations can be added with the sleeper sofa in the living room. It is a perfect destination for a trip with family ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
5 BR | 5 BA | Sleeps 8 | Quick View
Sleeps 8, 5 bedrooms, 5 bathrooms

$2321

avg/night

$2,321
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and finished with all King Beds and En-Suite Bathrooms. Chef's Kitchen with a 48inch gas range. Wine Cooler on two levels and a private covered porch to enjoy the sunsets on the upper levels. ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

$978

avg/night

$978
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large 4 bedroom/2 bathroom Ocean view home with screened porches in the front and back. Elevator to the main level. Beach is right across the street. Bikes, Paddle Boards and a golf cart included. We are pet friendly! Pre-approved pet's , a signed pet agreement and pet fee paid in full will be needed. ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1912

avg/night

$1,912
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Your Exclusive Tropical Retreat!Indulge in the privacy of your own backyard oasis, complete with a sprawling pool and a dedicated Beach Volleyball Court. Open the back gate and find yourself steps away from the pristine Gulf Beaches. This ground-floor haven offers unparalleled convenience, ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1744

avg/night

$1,744
avg per night
View Details

Key Amenities

  • Pet friendly
  • WiFi

About this property

Mintfish is a tropical hideaway that blends high-end decor with natural beauty. This 4 bedroom, 4 bath ground-level luxury vacation home has recently been remodeled to combine natural and sustainable materials with decadent living. The single-floor layout makes the home easily accessible to people of ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 5 bathrooms

$2251

avg/night

$2,251
avg per night
View Details

Key Amenities

  • WiFi

About this property

Luxurious - 4 bedroom 4.5 bath Beach Front Home with a Beach Front Pool and Spa/Gourmet Kitchen, high-end finishes, and one-of-a-kind features. Walk to the Rod-n-Reel Pier or take one of our bikes to explore Pine Avenue. Our bikes are complementary as are the paddle board and kayak. 4 King size bedrooms. ...

View all property information

Property Type

Anna Maria Island House

Show less

Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1017

avg/night

$1,017
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to WAVES, your ultimate beach view retreat located across the street from the Beach. This stunning 4 bedroom home is eagerly awaiting your arrival after undergoing a full remodel ensuring a luxurious and comfortable stay for all guests.As soon as you step inside you'll be greeted by the ...

View all property information

Property Type

Anna Maria Island House

Show less

Map
Expand map Close map
 Vacation Rentals