$0
for 0 nights

Home in Anna Maria

Serendipity Deux

4 bedrooms

4 beds

5 bathrooms

8 guests

2530 sq. ft.

About the property

✨ Luxury Coastal Retreat + Elevator + Complimentary Golf Cart | Serendipity Deux Where luxury meets effortless island living, you’ll find Serendipity Deux — a beautifully designed 4-bedroom retreat offering refined interiors, premium beach access, and an unbeatable Anna Maria Island location. From the moment you arrive, the home’s elegant décor and thoughtful layout create a sense of relaxed sophistication. The primary suite on the main level features a king bed, spa-inspired bath with soaking tub and walk-in shower, and plush finishes that set the tone for your stay. Upstairs, three additional bedrooms — all with king beds — provide comfort and privacy for couples, families, and groups alike. An elevator connecting all floors ensures convenience and accessibility throughout the home. The heart of the home is located on the main level, where the family room, dining space, and gourmet kitchen come together with high-end finishes and designer touches that elevate every gathering. 🚲 Island Living Made Easy Your stay at Serendipity Deux includes curated amenities designed for both relaxation and adventure: Complimentary golf cart for qualified guests Adult bikes for exploring charming island streets Paddle boards & kayak for coastal adventures With a golf cart or bike ride, you’re moments from the island’s most beloved spots — including Rod & Reel Pier, Pine Avenue boutiques, and the breathtaking shores of Bean Point. 🌴 Why Guests Love Serendipity Deux ✔ Elegant, professionally designed interiors ✔ All-king bedroom layout ideal for couples & groups ✔ Elevator for comfort and accessibility ✔ Prime north-end location close to beaches & dining ✔ Included golf cart and outdoor amenities for easy island exploration Whether you’re sipping morning coffee on the balcony, discovering hidden island gems, or returning home after a sunset beach stroll, Serendipity Deux offers a seamless blend of luxury and laid-back coastal charm. 📌 Good to Know Amenity & Equipment Waiver required for all guests 18+ Pets welcome with pre-approval, fee, signed waiver & vaccination proof Complimentary golf cart available for qualified guests: Drivers must be age 25+, sign a golf cart waiver, and provide a valid North American driver’s license and proof of auto insurance ✨ Hosted by Serendipity Vacation Rentals We look forward to welcoming you to your elevated island escape at Serendipity Deux.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Amenities

Common Amenities

  • Long term stays allowed
  • Outdoor seating
  • Outdoor dining area
  • Kayaks
  • Bicycle
  • Luggage drop off allowed
  • Paddle board
  • Wifi
  • Free parking
  • BBQ Area
  • Fire extinguisher
  • Patio
  • Safe
  • Smoke detector
  • Beachfront
  • Ocean view
  • First aid kit
  • Air conditioning
  • Kitchen
  • Carbon monoxide detector
  • Hot water
  • Gym
  • Hair dryer
  • Heating
  • Iron

Pool

  • Outdoor pool
  • Hot tub

Living Room

  • Ceiling fan
  • TV

Dining Room

  • Dining table

Kitchen

  • Cooking basics
  • Coffee
  • Blender
  • BBQ Utensils
  • Coffee maker
  • Fridge
  • Freezer
  • Dishwasher
  • Ice maker
  • Kettle
  • Oven
  • Spices
  • Stove
  • Tea
  • Toaster
  • Pots and pans
  • Microwave
  • Garbage disposal
  • Wine glasses
  • Silverware
  • Dishes

Game Room

  • Pool table
  • Foosball table

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Bathtub

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 3

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 4

  • TV
  • Bed linens

Ensuite Bathroom 4

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Half Bath

  • Toilet
  • Body soap
  • Bath linens
  • Half bath

Entry

  • Elevator

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Guests love this place

4.88

based on 143 reviews

Overall rating

5
4
3
2
1

Where you’ll be

Anna Maria, Florida 34216, United States

Anna Maria, Florida, United States
27.5387318-82.74167229999999
Timezone: America/New_York

Restaurants

The Ugly Grouper

The Ugly Grouper offers a lively dining experience with American and seafood cuisine, featuring dishes like coconut fried shrimp and grouper tacos. Its outdoor seating area features live music and a fun atmosphere, perfect for a relaxed meal on Anna Maria Island.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits offers a laid-back beachfront dining experience with fresh Gulf seafood, local organic vegetables, and a stunning sunset view, perfect for toes-in-the-sand relaxation and great drinks on Anna Maria Island.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe offers casual gulf-front dining with a laid-back vibe, famous for all-you-can-eat pancakes and sausage, fresh seafood platters, and island-sized drinks enjoyed alongside stunning sunsets and nightly live music. Perfect for families and beach lovers alike.

Rod and Reel Pier

Rod and Reel Pier offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint, waterside setting provides an authentic Florida charm.

Compass Hotel Anna Maria Sound by Margaritaville

At Compass Hotel Anna Maria Sound, enjoy a blend of tropical fun and fine dining, with options like Floridays Woodfire Grill & Bar offering fresh seafood and Compass Bar & Chill serving signature Margaritaville drinks. The hotel's waterfront setting adds to its lively, beachy ambiance.

The Waterfront Restaurant

The Waterfront Restaurant in Anna Maria offers casual dining with fresh, locally sourced seafood and classic American flavors, all enjoyed in a relaxed old Florida waterfront setting with stunning views of Tampa Bay.

Skinny's Place inc.

Skinny's Place is a classic beachside eatery offering giant burgers and homemade onion rings in a rustic, no-frills setting. It's a great spot for casual dining with a nostalgic Old Florida charm.

The Porch Restaurant Anna Maria

The Porch Restaurant offers a sophisticated dining experience with signature dishes, top-quality steak, and fresh fish in a historic setting. Its intimate ambiance and extensive selection of beer and wine make it a standout on Anna Maria Island.

Ginny's & Jane E's Cafe and Gift Store

Ginny's & Jane E's Cafe offers a cozy blend of delicious breakfast and lunch options, complemented by a unique gift store featuring local art and quirky souvenirs. The cafe embodies "Old Florida" hospitality in a charming setting.

Hurricane Hanks

Hurricane Hanks offers a casual, island-inspired dining experience with fresh seafood, steaks, and plant-based options. Its warm atmosphere reflects the laid-back vibe of Anna Maria Island, making it a must-visit for locals and visitors alike.

Attractions

Ana Maria island

Ana Maria Island offers serene beaches and calm waters perfect for swimming and water activities. It's ideal for families and those seeking a peaceful beach getaway.

Manatee Public Beach

Manatee Public Beach offers a serene escape with pristine white sand and crystal-clear waters, perfect for those seeking relaxation and water activities like swimming and paddleboarding. It's ideal for families and beach lovers alike.

Anna Maria Island Beach

Anna Maria Island Beach offers serene, untouched shores perfect for relaxation and nature lovers. Its tranquil atmosphere and stunning views make it ideal for those seeking a peaceful beach experience.

Holmes Beach

Experience the charm of Holmes Beach with its picturesque beaches, volleyball courts, and playgrounds. This destination is perfect for families and sun-seekers looking for a relaxing getaway with plenty of outdoor activities.

Robinson Preserve

Robinson Preserve offers a unique blend of natural beauty and outdoor adventure, perfect for nature lovers and families. Explore its scenic trails, kayak through mangrove forests, and enjoy panoramic views from observation towers.

Fort De Soto Dog Park / Beach

Fort De Soto Dog Park / Beach offers a spacious, off-leash beach and fenced playground where dogs can swim, run, and socialize freely—perfect for active dog owners who want a fun, safe place for their pets to play and cool off.

Palma Sola Botanical Park

Palma Sola Botanical Park offers a tranquil escape with its diverse tropical plants and scenic trails, perfect for nature lovers and families. The park's unique fruit trails and gardens make it a must-visit for anyone interested in botany and natural beauty.

De Soto National Memorial

De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy outdoor activities like hiking and kayaking amidst scenic landscapes and historical reenactments. It's ideal for nature lovers and history enthusiasts alike.

Bean Point Beach Access

Enjoy the serene tranquility of Bean Point Beach, a hidden gem offering stunning sunsets and peaceful surroundings perfect for nature lovers. Its secluded location makes it ideal for those seeking a quiet beach experience.

Fort De Soto Park Batteries And Military Post

Explore Fort De Soto Park's historic batteries and military post, featuring the last surviving carriage-mounted 12-inch seacoast mortars. This site is perfect for history buffs and those interested in military heritage.

Coconut Rentals

A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Coconut Rentals at 941-269-1080. Use the discount code: Serendipity at checkout to receive your special rate.

Beach N Rides

A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Beach N Rides at 941-251-7916. Use the discount code: Serendipity at checkout to receive your special rate.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Apr 20, 2026$1250Not Available
Apr 21, 2026$1250Not Available
Apr 22, 2026$1250Available
Apr 23, 2026$2000Not Available
Apr 24, 2026$2000Not Available
Apr 25, 2026$2000Not Available
Apr 26, 2026$1305Not Available
Apr 27, 2026$1305Not Available
Apr 28, 2026$1305Available
Apr 29, 2026$1305Not Available
Apr 30, 2026$1305Not Available
May 1, 2026$1440Not Available
May 2, 2026$1440Not Available
May 3, 2026$1440Available
May 4, 2026$1440Available
May 5, 2026$1440Available
May 6, 2026$1440Available
May 7, 2026$1440Available
May 8, 2026$1440Available
May 9, 2026$2000Not Available
May 10, 2026$2000Not Available
May 11, 2026$2000Not Available
May 12, 2026$2000Not Available
May 13, 2026$2000Not Available
May 14, 2026$2000Not Available
May 15, 2026$2000Not Available
May 16, 2026$1530Available
May 17, 2026$1530Available
May 18, 2026$1530Available
May 19, 2026$1530Available
May 20, 2026$1530Available
May 21, 2026$1530Available
May 22, 2026$1530Available
May 23, 2026$2000Not Available
May 24, 2026$2000Not Available
May 25, 2026$2000Not Available
May 26, 2026$2000Not Available
May 27, 2026$1800Available
May 28, 2026$1800Not Available
May 29, 2026$1800Not Available
May 30, 2026$2000Not Available
May 31, 2026$2000Not Available
Jun 1, 2026$2000Not Available
Jun 2, 2026$2000Not Available
Jun 3, 2026$2000Not Available
Jun 4, 2026$2000Not Available
Jun 5, 2026$2000Available
Jun 6, 2026$2000Not Available
Jun 7, 2026$2000Not Available
Jun 8, 2026$2000Not Available
Jun 9, 2026$2000Not Available
Jun 10, 2026$2000Available
Jun 11, 2026$2000Not Available
Jun 12, 2026$2000Not Available
Jun 13, 2026$2000Not Available
Jun 14, 2026$2000Not Available
Jun 15, 2026$2000Not Available
Jun 16, 2026$2000Not Available
Jun 17, 2026$2000Not Available
Jun 18, 2026$2000Not Available
Jun 19, 2026$2000Not Available
Jun 20, 2026$2000Available
Jun 21, 2026$1800Not Available
Jun 22, 2026$1800Not Available
Jun 23, 2026$1800Not Available
Jun 24, 2026$1800Not Available
Jun 25, 2026$1800Not Available
Jun 26, 2026$1800Not Available
Jun 27, 2026$1800Not Available
Jun 28, 2026$1800Not Available
Jun 29, 2026$1800Not Available
Jun 30, 2026$1800Not Available
Jul 1, 2026$1800Available
Jul 2, 2026$2500Available
Jul 3, 2026$2500Available
Jul 4, 2026$2500Available
Jul 5, 2026$2500Available
Jul 6, 2026$2500Available
Jul 7, 2026$2500Not Available
Jul 8, 2026$2500Not Available
Jul 9, 2026$2500Not Available
Jul 10, 2026$2500Not Available
Jul 11, 2026$2500Not Available
Jul 12, 2026$2425Available
Jul 13, 2026$2425Available
Jul 14, 2026$2425Available
Jul 15, 2026$2425Available
Jul 16, 2026$2425Available
Jul 17, 2026$2500Not Available
Jul 18, 2026$2500Not Available
Jul 19, 2026$2500Not Available