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5400 Gulf Dr 55 + Condo Vacation Rental With King Bed

Condo Rental in Holmes Beach Florida

Ground-floor condo vacation rental in Holmes Beach with a king bedroom, futon sleeping, and access to two heated pools in a 55+ community, plus nearby Anna Maria Island trolley stops and beach walkability.

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Anchor Down Vacation Rentals
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Rates from
$145 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

5400 Gulf Dr 55+ is a 650-square-foot, ground-floor condo in Holmes Beach, Florida, set in an age-restricted 55+ community. The one-bedroom, one-bath layout sleeps up to four and is positioned in a waterfront-view setting near a beach. On-site amenities include two heated community pools, and the reservation includes one designated covered parking space.

Inside, the condo offers a living area with Smart TV and Spectrum cable, plus high-speed Wi-Fi for streaming and trip planning. The kitchen is fully equipped for everyday cooking and includes a dishwasher for easy cleanup, along with a coffee pot and kettle. Sleeping is arranged with a king bed in the bedroom and a futon in the Florida Room, which also provides extra seating and looks out toward the front garden. A private washer/dryer, towels/linens, and beach essentials support longer stays, while self check-in adds convenience. Please note that pets are not allowed, and community restrictions may include minimum rental requirements and an application fee.

Good fit for
Honeymoon
55+ Community Located in an age-restricted 55+ community with community restrictions and an application fee.
Two Heated Pools Includes access to two heated community pools.
Sleeps Four Sleeping includes a king bed plus a futon in the Florida Room.
Near the Beach Listed as near a beach with a waterfront-view setting.
Covered Parking One covered designated parking space is included.
At a glance

Property Highlights

Waterfront - ViewLocation Setting
Near a BeachBeach Access
1 BedroomBedrooms
1 Full BathroomBathrooms
Sleeps 4Guest Capacity
650 sq. ft.Living Space
Pool (Community)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

This condo is in Holmes Beach on Anna Maria Island, within a 55+ community. The setting is listed as waterfront with a view and the property is near a beach. The source notes that a free island trolley stops nearby and runs the length of the island, and that one covered designated parking space is provided if you bring a vehicle.

Plan your stay

Rates & Availability (USD)

Rates from
$145 per night
Check current rates & availability

Live booking details are maintained by Anchor Down Vacation Rentals.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
November 2026
Nov 01, 2026 - Nov 30, 2026
$145 n/a n/a
December 2026
Dec 01, 2026 - Dec 31, 2026
$165 n/a n/a
January 2027
Jan 01, 2027 - Jan 31, 2027
$150 n/a n/a
February 2027
Feb 01, 2027 - Feb 28, 2027
$215 n/a n/a
March 2027
Mar 01, 2027 - Mar 31, 2027
$225 n/a n/a
April 2027
Apr 01, 2027 - Apr 30, 2027
$150 n/a n/a
May 2027
May 01, 2027 - May 31, 2027
$145 n/a n/a
June 2027
Jun 01, 2027 - Jun 30, 2027
$145 n/a n/a
July 2027
Jul 01, 2027 - Jul 31, 2027
$145 n/a n/a
August 2027
Aug 01, 2027 - Aug 31, 2027
$145 n/a n/a
September 2027
Sep 01, 2027 - Sep 30, 2027
$145 n/a n/a
October 2027
Oct 01, 2027 - Oct 31, 2027
$145 n/a n/a
November 2027
Nov 01, 2027 - Nov 30, 2027
$145 n/a n/a
December 2027
Dec 01, 2027 - Jan 08, 2028
$165 n/a n/a
About this rental

About This Rental

5400 Gulf Dr 55+ is a ground-floor condo in Holmes Beach, Florida, within an age-restricted 55+ community. The one-bedroom, one-bath home offers 650 square feet of space and accommodates up to four guests. The setting is listed as waterfront with a view, and the property is near a beach. Guests also have access to two heated community pools.

The interior is arranged for simple, low-maintenance stays. The living area includes Smart TV service with Spectrum cable and high-speed Wi-Fi. A Florida Room adds additional seating and overlooks the front garden; it also includes a futon that can sleep two. The bedroom is furnished with a king bed and a Smart TV.

For meals at home, the condo provides a fully equipped kitchen with major appliances and cookware, including a refrigerator, stove, oven, microwave, toaster, freezer, and dishwasher. Small conveniences such as a coffee pot and kettle are included. Climate and comfort features include air conditioning and ceiling fans.

Practical amenities support both short visits and extended stays, including a private washer/dryer, towels and linens, hair dryer, and iron/ironing board. Parking is limited to one covered designated space. Pets are not allowed. Community rules note minimum rental requirements and an application fee, and guests are asked to be mindful of noise in this residential area. A nightly damage waiver is included in the reservation cost and covers up to $1,500 of accidental damage when reported prior to checkout.

Welcome to Gulf Drive 5400!<br />
⚓55+ Community, 2 Heated Pools<br />
⚓Short walk to the World Class Beaches of Anna Maria Island<br />
⚓Fully stocked kitchen for all of your favorite home cooked meals<br />
⚓High speed Wi-Fi, Spectrum Cable, Smart TVs<br />
<br />
Escape to the perfect island retreat at Gulf Drive 5400, a cozy and comfortable getaway located just steps from the white-sand beaches of Holmes Beach. Set within a friendly 55+ community, this relaxing ground floor condo offers everything you need for a peaceful Florida vacation, including access to heated pools, beautifully maintained grounds, and a prime island location that puts Anna Maria Island&rsquo;s best attractions at your fingertips.<br />
<br />
Situated on the desirable west coast of AMI, you&#39;ll be just a short walk from local restaurants, boutique shops, caf&eacute;s, and the island&rsquo;s scenic shoreline. The free Anna Maria Island trolley stops nearby and runs the full length of the island, making it easy to explore without ever needing to drive. If you do bring a vehicle, 1 covered designated parking spot is included for your convenience.<br />
<br />
Inside, Gulf Drive 5400 provides a comfortable and inviting place to unwind after days spent at the beach or exploring the island. Enjoy high-speed Wi-Fi, Spectrum cable on your Smart TV, and a bright living space with a comfortable couch. Additional seating is available in the Florida Room that overlooks the front garden. A futon also offers additional sleeping for up to 2 guests. The fully equipped kitchen has everything you need for preparing meals, from morning coffee to evening dinners. Cleanup is easy with a dishwasher, giving you more time to enjoy your stay.<br />
<br />
Bedroom 1: King Bed, Smart TV<br />
Florida Room: Futon<br />
<br />
A private washer and dryer ensure you can pack light and refresh clothes during your stay&mdash;perfect for extended vacations or snowbird getaways. Whether you&rsquo;re reading a book by the heated pool, walking to the beach with your favorite beverage, or planning your next island adventure online, this condo makes relaxation effortless.<br />
<br />
Gulf Drive 5400 offers comfort, convenience, and the laid-back charm that makes Anna Maria Island one of Florida&rsquo;s most loved coastal destinations. Book your stay today and experience the simple, relaxing island lifestyle for yourself.<br />
<br />
VRC20-000322&nbsp;<br />
<br />
Code enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.<br />
<br />
Application Fee does apply- Age-restricted community.&nbsp;<br />
**Minimum rental requirements based on community restrictions.<br />
<br />
*1 Parking space available<br />
*Pets not allowed.<br />
Damage Waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee (&ldquo;Management&rdquo;), plus tax if applicable (the &ldquo;Damage Waiver&rdquo;).<br />
The Damage Waiver covers you for up to $1,500 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.<br />
More information can be downloaded from the &quot;Rental Agreement&quot; on the checkout page.
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Biking
Fishing
Golfing
Hiking
Scuba Diving
Sailing
Surfing
Wind Surfing
Kayaking
Luxury
Beach
Horseback Riding
Boating
Spa
Casino
Honeymoon
Canoeing
Fly Fishing
Deep Sea Fishing
Ocean
What's included

Property Amenities

Property Features

Ceiling Fan(s)
Refrigerator
Microwave
Dishes/Utensils
Stove
Toaster
Oven
Freezer
Parking
Phone
Hair Dryer
Iron / Ironing Board
Towels/Linens

Featured Amenities

Air Conditioning
Television
Dishwasher
Internet Access
Washer/Dryer
Pool (Community)

Entertainment

DVD Player

Other Property Amenities

Laptop Friendly
Coffee Pot
Kettle
Self Check-In
Beach Essentials
Helpful details

Frequently Asked Questions

5400 Gulf Dr 55 + is located in Holmes Beach, Florida.

5400 Gulf Dr 55 + accommodates up to 4 guests.

1 Bedroom and 1 Full Bathroom.

The listed beach access for 5400 Gulf Dr 55 + is Near a Beach.

Yes. The property lists Pool (Community).

5400 Gulf Dr 55 + is professionally managed by Anchor Down Vacation Rentals.
Local management

Professionally Managed By

Anchor Down Vacation Rentals View Manager Profile

Questions about this rental?

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Property reference
#193254 · 5400 Gulf Dr 55 +
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