Luxury rentals in Lido Key

Find and book unique accommodation on Airbnb

Top-rated luxury holiday rentals in Lido Key

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Luxe
The outdoor area showcases a large, heated pool surrounded by well-manicured grass. A modern home with multiple balconies and expansive glass doors provides a view of the gathering spaces. Lounge chairs and tables offer options for relaxation and socializing.
Home in Sarasota
5 out of 5 average rating, 3 reviews

Lido Luxe Estate: Rental with Pool & Rooftop Deck

Lido Luxe Estate by Lido Key Vacations 540 S Polk Dr, Sarasota, Florida Vacation Rental License #VR25-00081 Minimum stay duration of 7 days/nights Welcome to Lido Luxe Estates, Sarasota’s Hidden Gem in Lido Key! This beautifully appointed 6-bedroom, 6.5 bathroom home offers the perfect retreat for families, groups and friends seeking a luxurious beach escape. Ideally situated just a short walk from the pristine Gulf beaches and the upscale shops and restaurants of St. Armands Circle, Lido

Luxe
Home in Holmes Beach
4.67 out of 5 average rating, 3 reviews

New Luxe Home with Rooftop Deck, Pool, Spa, Air

Annabella by the Sea by AMI Locals 401 77th Street, Holmes Beach, FL 34217 Discover luxury and relaxation at Annabella by the Sea, a beautiful four-bedroom, four-bathroom coastal home on Anna Maria Island! This resort-style property is just a short five-minute walk from the white sandy beaches of Holmes Beach. Perfect for families and groups, it boasts a private pool with an in-ground spa, a rooftop deck with Gulf views, and a charming outdoor living area, creating the ultimate vacation

Luxe
The multi-level vacation rental is illuminated under the evening sky, showcasing a shimmering heated pool with colorful lighting. Spacious balconies offer views across the exterior, while modern lounge chairs are positioned around the inviting pool area.
Home in Siesta Key
4.96 out of 5 average rating, 27 reviews

400ft to Beach, Ocean View, Pool, in the Village

Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.

Luxe
Home in Holmes Beach
5 out of 5 average rating, 5 reviews

Island home with Pool and swim-up bar! Best

The Blue Crab by Anna Maria Vacations 7606 Marina Drive, Holmes Beach, FL 34217 VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three blocks from Holmes Beach! This luxurious four-bedroom, four and a half bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant, coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those

Luxe
Home in Sarasota
4.94 out of 5 average rating, 16 reviews

60ft. Water Slide - Golf Simulator - Mini Golf

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Siesta Key
5 out of 5 average rating, 8 reviews

Steps to Beach/Siesta Village-Resort Pool w/Slide

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Sarasota
5 out of 5 average rating, 7 reviews

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

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Sarasota
5 out of 5 average rating, 7 reviews

Walk to St. Armands & Beach/Gulf Views/Resort Pool

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Siesta Key
4.91 out of 5 average rating, 11 reviews

#1 Rooftop Deck w/ Gulf Views - Steps to Beach

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
A beautifully designed pool area is presented, featuring a tear drop shaped heated saltwater pool with bubbling spouts. Expansive views of the sunset over the Gulf of Mexico are captured, complemented by lounge chairs and manicured green space nearby.
Home in Siesta Key
4.86 out of 5 average rating, 7 reviews

Beachfront Luxury - Resort Pool - Steps to Village

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Sarasota
5 out of 5 average rating, 9 reviews

Gulf Views. Walk to St Armands+Beach. Pool+Slide

Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

Luxe
Home in Holmes Beach
5 out of 5 average rating, 4 reviews

The Shady Mermaid by Duncan Real Estate

Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

Popular amenities for Lido Key luxury holiday rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Lido Key
  7. Luxury rentals