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Vacation Rentals in Lido Key, Sarasota, FL
Vacation Rentals by Owner in Lido Key Beach Sarasota Florida.
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Close to beach! Updated home with private pool!
Island Hopping by Lido Key Vacations
Minimum stay duration of 7 days/nights
#VR23-00009
Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for families or groups traveling together who want both shared spaces and added privacy. Located near Ted Sperling Nature Park and just minu.......
8.8 Star Review
5 Bedrooms
- Sleeps 10
Lido Key Vacation Rental
Pets Allowed 
Pool, Putting Green, Steps to Shopping, Tons of Living Space -The Shore House
The Shore House by Lido Key Vacations
Vacation Rental License #VR22-00033
Minimum stay duration of 7 days/nights
The Shore House by Lido Key Vacations is a refined seven bedroom, four and a half bath private retreat designed for families and groups seeking elegant beach living near Sarasota’s most desirable destinations. Located in the heart of the St. Armands area, this upscale Lido Key vacation rental places guests just a 12-minute walk to Lido Beach and a short stroll to.......
10.0 Star Review
7 Bedrooms
- Sleeps 10
Lido Key Vacation Rental
Pets Allowed
Mermaids Oasis | Private Pool, Hot Tub, & 5 Minute Walk to St. Armands Circle & Lido Key Beach!
🌴 Mermaid's Oasis | Pool, Hot Tub, Lanai + Walk to Lido Beach
💖 Why You'll Love This Home
Just a 10-minute stroll from the sugar-soft sands of Lido Beach and steps from the boutique charm of St. Armands Circle, Mermaid's Oasis is where luxury meets laid-back island living. Lounge by your private heated pool, dine under the stars in the screened lanai, or cruise the neighborhood on complimentary bikes—every detail is crafted for effortless coastal indulgence.
👨👩.......
Reel Me In: Lido Key Rental with Private Pool, Walk to St. Armands & Beach
Reel Me In by Lido Key Vacations
VR23-00014
Minimum stay duration of 7 days/nights
Welcome to Reel Me In, your perfect beach getaway in the heart of Lido Key! This fantastic two-bedroom, two-bath vacation home is ideally situated on a corner lot within one of the best neighborhoods on the Suncoast. Enjoy a leisurely stroll to St. Armands Circle, a vibrant local hub for shopping, dining, and entertainment. Grab your beach bag and head over to Lido Key Beach or explore the nearby .......
2 Bedrooms
- Sleeps 6
Lido Key Vacation Rental
Pets Allowed
Private Heated Pool, walk to St Armand's! Perfect for families!
Blue Palm by Lido Key Vacations
Minimum stay duration of 7 days/nights
#VR22-00132
Blue Palm by Lido Key Vacations is a stylish, single-level coastal retreat offering the perfect blend of walkable convenience and private relaxation. Ideally located just two blocks from Lido Beach and steps from the boutiques, restaurants, and nightlife of St. Armands Circle, this four bedroom, three bath home is designed for effortless Lido Key living. With a private heated pool, screened lanai,.......
10.0 Star Review
4 Bedrooms
- Sleeps 8
Lido Key Vacation Rental
Pets Allowed
Beach Views - Family-Friendly, Steps to Lido Beach!
Beach Views by Lido Key Vacations
#VR22-00034
Minimum Stay Duration 7 days/nights
Welcome to Beach Views, an exceptional three-level coastal retreat located just steps from Lido Beach. Designed for upscale group getaways and unforgettable family vacations, this seven bedroom, seven and a half bath home offers refined comfort, expansive gathering spaces, and effortless access to the Gulf. With a rooftop deck showcasing breathtaking beach and sunset views, a resort style poo.......
9.8 Star Review
7 Bedrooms
- Sleeps 12
Lido Key Vacation Rental
Pets Allowed
Pet-Friendly Retreat: Walk to Lido Key Beach and St. Armands - Summer Nights
Summer Nights by Lido Key Vacations
Vacation Rental License #VR23-00017
Minimum stay duration of 7 days/nights
Summer Nights by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat ideally located just three homes from Lido Key Beach. Designed for couples or small families, this Lido Key vacation rental offers relaxed island living within easy walking distance of the Gulf and approximately a 13-minute walk to St. Armands Circle, where guests can enjoy renown.......
Couples Beach Getaway, 3 houses from the beach! - Summer Lovin'
Summer Lovin by Lido Key Vacations
Vacation Rental License #VR23-00015
Summer Lovin by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat designed for couples or small families seeking an easygoing beach escape. Located just three homes from Lido Key Beach, this boutique Lido Key vacation rental places guests within a two-minute walk to the Gulf and approximately a thirteen-minute walk to St. Armands Circle, where island dining, shopping, and evening entertain.......
10.0 Star Review
2 Bedrooms
- Sleeps 4
Lido Key Vacation Rental
Pets Allowed
Luxury Family Home! Great Location! Heated Pool/Spa and Games! - The Big Top
The Big Top by Lido Key Vacations
#VR22-00043
Minimum stay duration of 7 days/nights
Welcome to The Big Top, an impressive three-level coastal retreat offering refined comfort, generous gathering spaces, and elevator access to all floors. Located just a short walk from St. Armands Circle and within easy reach of Lido Beach, this six bedroom, five and a half bath home is ideal for families or groups seeking upscale living in one of the most desirable Lido Key vacation rentals........
9.6 Star Review
6 Bedrooms
- Sleeps 10
Lido Key Vacation Rental
Pets Allowed
Family Vacation Home with Pool and Spa, 2-min walk to Beach - Stone's Throw
Stone’s Throw by Lido Key Vacations
Vacation Rental License #VR22-00037
Minimum stay duration of 7 days/nights
Welcome to Stone’s Throw, a beautiful Lido Key cottage with three bedrooms and two bathrooms. Relax in the private backyard oasis, complete with a stunning heated pool, built-in seating, a soothing waterfall, and a rejuvenating spa.
Highlights
• Less than a 5-minute walk to the beach
• Private heated pool with in-ground spa
• 4 bicycles pr.......
Luxurious home with amazing rooftop deck views
Knot A Basic Beach House by Lido Key Vacations
Vacation Rental License #: VR23-00003
Minimum stay duration of 7 days/nights
Highlights:
• 2 minute walk to Lido Beach
• 5 minute walk to St. Armands Circle
• 1/2 mile to Nature Park Kayak Launch
• Pool w/ Jacuzzi
• Rooftop Wet Bar and Grill
Room Details:
3rd Floor
Primary Bedroom: King Bed, Ensuite Bathroom
4th Floor
Bedroom #2: King Bed, Ensuite Bathroom
Bedroom #3: King Bed, Ensuite Bath.......
Historic Home with Hot Tub, Steps from Lido Beach - Ringling Cottage
Ringling Cottage by Lido Key Vacations
Minimum stay duration of 7 days/nights
Ringling Cottage by Lido Key Vacations is a charming two-bedroom, two-bath historic retreat designed for couples seeking a relaxed yet refined island escape. Originally built in the 1930s by John Ringling, this thoughtfully updated cottage blends classic character with modern coastal comfort. Located just an eight-minute walk to the beach, guests can enjoy effortless access to the shoreline while remaining .......
Waterfront w/Putting Green, Heated Pool, Dock -Manatee Cove
Manatee Cove by Lido Key Vacations
VR24-00003
Minimum Stay Duration 7 days/nights
Welcome to Manatee Cove, your ultimate Lido Key beach getaway! This stunning canal front home features four spacious bedrooms and five luxurious bathrooms, providing the perfect space for relaxation after a sun-soaked day at the beach. Ideally located just around the corner from St. Armands Circle, you will have premier shopping and fine dining at your fingertips. Experience an unforgettable stay a.......
Lido Lumière | Designer Lido Key Home with Rooftop Deck, Pool, Spa & Game Room
Lido Lumière | Designer Lido Key Home with Rooftop Deck, Heated Pool, Spa & Game Room
Why You'll Love This Home
This stunning retreat blends modern luxury with effortless relaxation, offering thoughtfully designed spaces and high-end amenities that truly cater to every kind of getaway. Highlights include a waterfall spa, a spacious partially covered pool, a turf yard with putt-putt, and a game lounge complete with a pool table and wet bar. With plenty of room to gather and unwind, and.......
6 Bedrooms
- Sleeps 10
Lido Key Vacation Rental
Chic home with Pool near the Beach! - The Pink Flamingo
The Pink Flamingo by Lido Key Vacations
Vacation Rental License #VR24-00001
The Pink Flamingo by Lido Key Vacations is a charming two-bedroom, two-bathroom private pool home that blends classic Old Florida character with relaxed coastal comfort. Located just a 4-minute walk to Lido Key Beach, this Lido Key vacation rental is ideal for couples or small families looking for a walkable beach escape with outdoor living space. Guests are also within close proximity to St. Armands Circle, w.......
10.0 Star Review
2 Bedrooms
- Sleeps 6
Lido Key Vacation Rental
Pets Allowed
Dream Island | Walk to Lido Beach, Heated Pool & Spa, Pet Friendly Coastal Home
🌴 Dream Island | Walk to Lido Beach, Heated Pool & Spa, Pet Friendly Coastal Home
💖 Why You'll Love This Home
Located on Lido Key, Dream Island offers a spacious coastal retreat just a short walk to both Lido Beach and St. Armands Circle. With an expansive outdoor living area and an eight-bedroom layout, this home is designed for group stays where gathering and downtime are equally easy. The outdoor space centers around a heated pool and spa with a cabana and conversation pit, t.......
10.0 Star Review
8 Bedrooms
- Sleeps 14
Lido Key Vacation Rental
Pets Allowed
Brand New Home! Pool with spa and waterslide, near the beach - Seascape
Seascape by Lido Key Vacations
Vacation Rental License #VR24-00004
Minimum stay duration of 7 days/nights
Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. With a gorgeous private pool, hot tub, and waterslide, you'll be living in paradise! Plus, the rooftop deck offers incredible views, and it's only a block away from Lido Key Beach, where you can catch breathtaking sunsets. This vacation home is perfect for.......
8.8 Star Review
8 Bedrooms
- Sleeps 16
Lido Key Vacation Rental
Pets Allowed
Lido Beach Retreat - Book your romantic escape today!
Lido Beach Retreat by Tropical Sands Accommodations
Minimum stay duration of 7 days/nights
Welcome to Lido Beach Retreat, your newly updated romantic getaway on Lido Key! This modern condo features one bedroom and one bathroom, making it the perfect escape for couples seeking a memorable seaside retreat. Located just a 1-minute walk to the bustling St. Armands Circle and a 5-minute stroll to the stunning Lido Beach, you’ll experience the best of both relaxation and adventure.
<.......
Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views
🌴 Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views
💖 Why You'll Love This Home
Wake up to panoramic Gulf views and unwind in a fully renovated beachfront condo where modern design meets coastal serenity. Enjoy effortless access to Lido Key's white sands, a heated saltwater pool, and your own glass-enclosed lanai perfect for sunsets.
👨👩👧 Perfect For
Ideal for couples, small families, or friends seeking a stylish, peaceful beach retreat.......
1 Bedrooms
- Sleeps 4
Lido Key Vacation Rental
Heated Pool & Waterfront Haven, Steps to Lido Beach & St. Armands Circle
🌴 Banyan Retreat | Heated Pool + Canal-Front, Steps to Lido Beach
💖 Why You'll Love This Home
Nestled beneath a majestic banyan tree on Lido Key, this canal-front escape blends modern coastal luxury with the tranquility of island living. With a private heated pool, walkable access to both Lido Beach and St. Armands Circle, it's the perfect retreat to unwind, reconnect, and soak in Sarasota's sun-soaked lifestyle.
👨👩👧 Perfect For
Families, couples, or smal.......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Lido Key Vacation Rental
Pets Allowed
One Block from the Beach Lido Beach Palms 4
This charming Old Florida-style complex LOCATED ONE BLOCK FROM LIDO BEACH offers a relaxed, nostalgic feel with just nine units surrounding a private pool. The pool deck is furnished with loungers and several seating areas, perfect for soaking up the Florida sunshine. The adjacent gazebo is complete with a BBQ grill and dining area, ideal for enjoying casual outdoor meals. On-site shared laundry, high-speed internet, and one assigned parking spot are included with the rental. Beach umbrellas & c.......
2 Bedrooms
- Sleeps 4
Lido Key Vacation Rental
Lido Luxe Estate: Large Rental Steps to the Beach with Pool, Spa, Outdoor Games
Lido Luxe Estate by Lido Key Vacations
Vacation Rental License #VR25-00081
Minimum stay duration of 7 days/nights
Experience unmatched luxury at Lido Luxe Estate, Sarasota's finest island retreat located in the prestigious Lido Key! This beautifully appointed six-bedroom, six and a half bath home offers a perfect combination of elegance, privacy, and entertainment. Located just a short six-minute walk from pristine Gulf beaches and the high-end shops and restaurants of Lido Key.......
Seabreeze Serenity: Coastal Luxury Retreat with Pool & Spa Steps from Lido Beach & St. Armands
🌴Seabreeze Serenity: Lido Key Poolside Paradise, your private slice of coastal luxury—steps from Lido Beach & St. Armands Circle
🏖️Welcome to Seabreeze Serenity, a whimsical, luxury beach retreat nestled in the heart of Lido Key—just steps from the stylish energy of St. Armands Circle and the soft, sugar-white sands of the Gulf of Mexico. Whether you're seeking a romantic escape, a family getaway, or a laid-back beach retreat, this chic 3-bedroom, 2-bathroom home with a priva.......
Five Palms | Stunning Lido Key Retreat with Private Pool, Firepit, and Steps to the Beach
🌴 Five Palms | Stunning Lido Key Retreat with Private Pool, Firepit, and Steps to the Beach
💖 Why You'll Love This Home
Come inside Five Palms and feel instantly swept into paradise—lush palms, sunlit spaces, and the glow of tropical design throughout. Located just a 1‑minute walk to St. Armands Circle and only 5 minutes from the soft sands of Lido Key Beach, this single‑level home offers both elegance and island ease.
👨👩👧 Perfect For
Perfect for fa.......
10.0 Star Review
5 Bedrooms
- Sleeps 10
Lido Key Vacation Rental
Pets Allowed
Tranquility - Private Pool/Spa, Walk Everywhere, Pet Friendly
🌴 Tranquility on Lido Key - Where Island Elegance Meets Walkable Coastal Energy - Lido Key Retreat with Pool, Spa, Outdoor Kitchen, and the Best of St. Armands at Your Doorstep
💖 Why You'll Love This Home
Just one block from the vibrant energy of St. Armands Circle and 0.5 miles to Lido Beach, this Mediterranean-inspired estate offers an elevated island lifestyle in one of Sarasota's most sought-after coastal enclaves. With over 4,000 square feet across two levels, the home blend.......
Beach Fanta Sea | Rooftop Views, Heated Pool, Steps to Lido Beach & St. Armands Circle
Beach Fanta Sea | Walk to Lido Beach, Heated Pool & Spa, Rooftop Sunset Views
Why You'll Love This Home
Beach Fanta Sea offers a spacious Lido Key retreat designed for group stays, just a short 5-minute walk to Lido Beach and under 0.5 miles to St. Armands Circle. With nine bedrooms and multiple gathering spaces, this home is set up for both privacy and time together. The outdoor space centers around a heated pool and spa, complete with swim-up seating and a Baja tanning shelf. A cover.......