Condo vacation rentals in Holmes Beach

Tropical Sunset 1 by SeaBreeze Vacation

Looking for the perfect beach destination? This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your coastal getaway! Plenty of natural lighting large windows in the living room, a screened in cozy balcony to enjoy your morning coffee or an evening cocktail, and a fully-equipped kitchen with new backsplash and countertops overlooking the pool.

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

Vitamin Sea Escape: Open Wednesday!

This charming seaside condo is on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

Sandcastle Splash - Beachfront Condo

Sandcastle Splash, located at 200 Gulf Drive South is a 3 BR/2BA beach front condo with amazing views of the Gulf of Mexico. Centrally located within restaurants and shops. You can also hop on the free trolley to explore all that Anna Maria has to offer. Other amenities include: WiFi, cable, full size washer and dryer, elevator, heated pool, parking for 2 cars, and a private patio with the best views of the amazing sunset! BR 1: King Bed BR 2: King Bed BR 3: 2 sets of twin bunk beds

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! *NOTE- This unit is a walk-up, no elevator. 33 steps, spaced with 3 landings VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM

Luxury 2BR Oceanfront Condo + Rooftop Patio

Modern Condo with Stunning Ocean Views: - Cozy turf patio - Smart TVs and high-speed WiFi - Fully equipped kitchen - Two private parking spots for hassle-free stays - Just a 2-minute walk to the beach Unique Features: - Social Media worthy grass wall - Two comfortable beds: one king & one queen, ensuring a restful sleep - Queen-sized inflatable extra bed Prime Location: - Conveniently located next to the AMI trolley stop - Within walking distance to dining, a gym, and more!

Gulf View ~Heated pool~Renovated~Coconuts 2 bed!

Coconuts Unit 117 features a king bed, 2 queen beds, a queen sleeper sofa, full bathroom with tub/shower, professional linen service, fully stocked kitchen, 75" smart TVs in the living room & bedroom, and a private balcony with gulf views! Located in a poolside complex with a heated shared pool, BBQ grill, beachfront/poolside loungers, and 2 dedicated parking spaces—all just steps from the beach! Perfect for a relaxing coastal getaway—just bring your sunscreen and unwind!

Blanco and Sunset Villas on Anna Maria Island

Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

Sunset and beach view from your balcony Unit 403

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

KING bed + Anna Maria Island Beaches + Beach Gear!

🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!