Luxury rentals in Holmes Beach

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Top-rated luxury holiday rentals in Holmes Beach

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Luxe

Home in Sarasota

4.93 out of 5 average rating, 15 reviews

Lagoon Pool/Slide/Spa - Beach Volleyball/Ping Pong

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Looking for your Lost Shaker of Salt? Well, you've found it in this luxury rental home on Siesta Key that pays homage to the late, great Jimmy Buffet and the theme behind his music - paradise, good vibes, and of course great cocktails with better friends! And what better house than one in the South Siesta Village entertainment district?

Luxe

Home in Sarasota

4.9 out of 5 average rating, 10 reviews

60ft. Water Slide - Golf Simulator - Mini Golf

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Located in the heart of South Siesta Key Village! You are literally steps to all South Siesta's restaurants, entertainment, shopping, markets, marina, and much more! This super fun entertainment district is literally at the end of your street, steps away, and it has something for everyone, which is why it's a guest favorite!

Luxe

Home in Siesta Key

5 out of 5 average rating, 4 reviews

Beachfront Luxury - Resort Pool - Steps to Village

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! Beachfront, beachfront, beachfront! You are literally beachfront to the world-famous Siesta Key Beach, and just steps to the entrance to Siesta Key Village with access to restaurants, entertainment, shopping, grocers, and more. It has a 100% walkability score to everything you need!

Luxe

Home in Sarasota

5 out of 5 average rating, 8 reviews

Sport Court Feat. Pickleball - Theatre Room - Pool

Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience! This spectacular luxury rental home is literally steps to all the South Siesta Village restaurants, entertainment, shopping, markets, marina, and much more! This super fun entertainment district is literally at the end of your street, just steps away, and it is a guest favorite!

Luxe

Home in Bradenton Beach

5 out of 5 average rating, 6 reviews

Florida Fling

Florida Fling by AMI Locals Home in Bradenton Beach, Florida Welcome to Florida Fling! This brand-new construction luxury home features seven stunning bedrooms, each with an ensuite bathroom, and there is also a half bath available. This home offers lavish amenities that will ensure you have an unforgettable vacation, including a rooftop deck, a sparkling pool with spa, and much more.

Luxe

Home in Lido Key

5 out of 5 average rating, 7 reviews

#1 Home on Lido Key - Steps to Beach & St. Armands

Per City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.