Entire home

Chasing Sunsets managed by Beach Retreats FL Anna Maria Island

Family-friendly holiday home with water park, steps from Bradenton Beach

TV - Chasing Sunsets managed by Beach Retreats FL Anna Maria Island (Bradenton Beach)

Dining - Chasing Sunsets managed by Beach Retreats FL Anna Maria Island (Bradenton Beach)

Fridge, microwave, oven, stovetop - Chasing Sunsets managed by Beach Retreats FL Anna Maria Island (Bradenton Beach)

A heated pool - Chasing Sunsets managed by Beach Retreats FL Anna Maria Island (Bradenton Beach)

West of Gulf Drive, this 4-bedroom home is a short walk from the beach and offers a tropical heated pool and spa. Relax on the covered lanai or take in peeks of the Gulf from the Primary Suite balcony. With high-speed internet, an elevator, keyless entry and gourmet kitchen.

Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8204 sq m

Popular amenities

Ocean view
Pool
Kitchen
Washing machine
Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Chasing Sunsets managed by Beach Retreats FL Anna Maria Island

🌅 Chasing Sunsets by Beach Retreats Vacation Rentals
📍 Holmes Beach | 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Elevator | Steps to the Gulf
✨ Luxury Beach Living — Just a Few Steps from the Sand ✨
Welcome to Chasing Sunsets, a stunning 4-bedroom, 3-bathroom coastal retreat located west of Gulf Drive—meaning there are no roads to cross to reach the beach. Just a 2-minute walk from the sugar-white sands of Anna Maria Island, this home offers a perfect blend of luxury, comfort, and convenience.
🌟 Highlights
Less than 1 block to the Gulf beaches
2 King bedrooms, 1 Queen, 1 Bunk room (sleeps 8)
Private heated pool & spa in a tropical setting
Elevator + keyless entry for easy access
Gourmet kitchen + professional linen program
Primary suite balcony with peek-a-boo Gulf views
High-speed Wi-Fi—perfect for work or play
Pack 'n Play + high chair provided
Covered lanai with outdoor dining & lounge seating
🏡 Inside Your Home
Open-concept living area with comfortable seating + smart TV
Fully equipped kitchen with modern appliances + breakfast bar
Spacious bedrooms, each thoughtfully designed for relaxation
Private primary suite with balcony, ensuite bath, and Gulf glimpses
Professional linen program for a hotel-quality stay
🌴 Outdoor Living
Heated pool & spa surrounded by lush tropical landscaping
Large open-air decks for morning coffee or sunset cocktails
Covered lanai with plenty of shaded seating for family meals
Steps to the beach—perfect for daily dips in the Gulf
🚲 Explore Anna Maria Island
From Chasing Sunsets, you're within walking or trolley distance of island favorites:
Bean Point for tranquil beauty
Dining hotspots like The Waterfront, Chateau Anna Maria, Skinny's, and The Sandbar
Adventures like parasailing, paddleboarding, fishing, and sunset cruises
Free trolley stops nearby for easy island exploring
📅 Booking & Cancellation
No cancellation fees!
Cancel 60+ days before arrival → Full refund
Cancel within 60 days → No refund
Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable
$500 deposit due at booking; balance due 60 days prior
For reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.
Third-party travel insurance through Beach Retreats is non-refundable
No changes permitted within 60 days of arrival or during stay
We highly recommend cancelation insurance
🚗 This home can accommodate up to 3 vehicles
⚠️ Please note: The garage is reserved for owner use only and not available to guests.
⚠️ This home is located in a residential neighborhood. Please respect quiet hours and enjoy your stay responsibly.
✨ With its prime location, luxury amenities, and easy beach access, Chasing Sunsets is the perfect choice for your next Anna Maria Island getaway.
📩 Book now at BeachRetreatsFL

Property amenities

Beach

Beach nearby

Pool/Spa

Heated pool
Hot tub
Private pool

Internet

Available in the house: Free WiFi

Parking and transport

Onsite parking options include a garage

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Spices
Toaster

Dining

Dining table

Bedrooms

4 bedrooms
Bedsheets provided

Bathroom

3 bathrooms
Hair dryer
Shower
Towels provided

Living spaces

Dining table
Living room
Separate dining area

Entertainment

Games
TV with cable/satellite channels

Outdoor areas

Balcony
Barbecue grill
Garden

Laundry

Laundry facilities
Washing machine

Comfort

Air conditioning
Heating

Pets

Service animals only (pets not allowed)

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Lift
Smoke-free property

Services and conveniences

Iron/ironing board
Phone

Location highlights

In a village
In the city centre
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea

Things to do

Heated pool
Tennis
Water park
Basketball nearby
Birdwatching nearby
Casino nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Theme park nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

Garden
Unit size: 2,200 square feet

Similar properties

Ocean view
Pool
Spa pool
Washing machine

Compare similar properties

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

598066

About the area

Located in Holmes Beach, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Holmes Beach travel guide

View more Holiday homes in Holmes Beach

Bradenton Beach, FL

What's nearby

Palmetto Avenue Beach
3 min walk - 0.3 km
Bradenton Beach
3 min walk - 0.3 km
Island Players
3 min drive - 2.1 km
Anna Maria Island Museum and Historical Park
3 min drive - 2.4 km
Anna Maria City Pier
4 min drive - 2.5 km

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
39 min drive

Restaurants

The Ugly Grouper
3 min drive
Anna Maria Island Beach Cafe
6 min drive
The Sandbar Restaurant
20 min walk
The Waterfront Restaurant
4 min drive
Ginny's & Jane E's
17 min walk

Frequently asked questions

Is Chasing Sunsets managed by Beach Retreats FL Anna Maria Island pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

On-site parking is available at the property.

What time is check-in at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

Check-in begins at 4:00 PM.

What time is check-out at Chasing Sunsets managed by Beach Retreats FL Anna Maria Island?

Checkout is at 10:00 AM.

Where is Chasing Sunsets managed by Beach Retreats FL Anna Maria Island located?

This family-friendly Holmes Beach holiday home is located by the sea, within a 10-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mile (2 km).

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Chasing Sunsets managed by Beach Retreats FL Anna Maria Island Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.

More information

9.0

Cleanliness

10

Location

8/10 Good

Jessica R.

7 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, clean, updated

great location on a quiet street just steps to the beach, updated home, beautiful outdoor pool and covered patio with tv, great proximity restaurants, Pine Ave, and local coffee shops

Stayed 7 nights in Jul 2023

10/10 Excellent

Billy S.

5 Mar 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bill stone

Perfect location beach was amazing. Pool was absolutely the best and the house was extremely clean. We will definitely want to stay here again beautiful house.

Stayed 6 nights in Feb 2024

10/10 Excellent

Jose S.

12 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

This was the perfect house and perfect location for our family vacation. The pool gets good shade throughout the day and the outdoor living area is covered for when you need a break from the sun. The inside of the house was immaculate and comfortable for our family of 7. My kids have already requested we come back to the same house next year.

Stayed 5 nights in Aug 2023

10/10 Excellent

Michele H.

26 May 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect week!

We had an amazing week at Chasing Sunsets. The house was clean, very well stocked and had great proximity to the beach, making it so easy. We arrived an hour before check in after a rocky flight. We so appreciated being let into this beautiful home early! We enjoyed the pool, the grill and some much needed time to reset, unwind and enjoy our family. We will definitely be back. Thank you for making our stay so fabulous!

Stayed 7 nights in May 2024

8/10 Good

katie M.

1 Feb 2024

Liked: Check-in, communication, location, listing accuracy

Lovely home

This was our favorite home that we rented. The layout and location are perfect. We loved the pool and spa. An issue we found on move in was quickly addressed by the property manager. We did feel the house could use a deep clean- baseboards, under bed dusting, etc. My husband had to take apart and clean the filter on the dishwasher because of an awful smell but that resolved the situation. Also, we think that a mention in the listing about the pool heater not working when the outside temperature falls below 69 is important because we rented this particular house specifically so we would have a hot tub if it was cold. This kind of caused panic during check in. I will say that despite that, even though we had a cold week during our stay (50s and 60s) we were able to keep the hot tub warm and use it every day. Whew! We are hoping to be able to rent this house again. It was great for our family!

Stayed 7 nights in Jan 2024

8/10 Good

Doug S.

8 Apr 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good but not Great

This was my first stay at a property owned by a large corporate entity and it did not meet my expectations. The condition of the property was excellent, cleanliness good, the listing accurate and the location is great, but it was devoid of the personal touches I've come to expect over the last 15 years of renting on the island. We rented two places this trip, this one and another very modest one for the grandparents to hideout in. The other place was very basic without even a dishwasher, but it had all the extras I've come to expect - coffee, coffee filters, extra garbage bags, dish cleaning fluids, basic condiments, toilet paper for the week, sharp knives and clothes washing fluids. They even included two bottles of wine (I've never seen that before). In fairness to the host I didn't contact them about the deficiencies to give them a chance to correct things. I'm on vacation and don't expect to act in a quality control capacity. Here were the problems: - dishwasher filter and arms filthy and clogged (I have the same model at home so I cleaned it myself) Put that on your cleaners checklist - dishwasher did not dry dishes (I suspect the heating element is burned out) Your cleaner should have noted this - knives are very dull and thus dangerous (I brought a knife sharpener from the other place, but it could only do so much) - no coffee filters (I bring coffee, but don't know which filters to get) - General lack of consumables Limited space for comments (I'm verbose)

Stayed 8 nights in Mar 2024

10/10 Excellent

Christie O.

30 Jul 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house and location

The house was beautiful and had everything we needed for a great vacation.

Stayed 7 nights in Jul 2025

8/10 Good

Paris W.

16 Oct 2025

Liked: Cleanliness, check-in, communication, location

Host was super helpful. Quick communications and to resolve issues.

Stayed 11 nights in Sep 2025

10/10 Excellent

Stacey P.

30 May 2025

Liked: Cleanliness, check-in, location

The property is go

Stayed 7 nights in May 2025

10/10 Excellent

BRANDON D.

31 Jul 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Definitely the best property we have booked. Well worth it!

Stayed 8 nights in Jul 2024

10/10 Excellent

Christina Maria R.

15 Apr 2025

Liked: Check-in, communication, location, listing accuracy

Perfektes Haus in Strandnähe

Das Haus hat uns sehr gut gefallen. Die Beschreibung auf der Homepage entspricht genau den Tatsachen. Einziger Kritikpunkt: Die Spülmaschine müsste ersetzt werden. Der Backofen und der Grill waren nicht sauber.

Stayed 7 nights in Apr 2025