
Waterfront holiday rentals near Lido Key Beach
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Top-rated waterfront rentals near Lido Key Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Superhost! Fully Renovated Sarasota Home
New, fully renovated, centrally located cozy home only 5 Min from SRQ Airport. Attractions: 15 Minutes to world famous Siesta Key (Ranked America's #1 beach)! 8 Min to Lido Beach and St Armands Circle where you can enjoy all the world class restaurants & shopping. 10 Min to Longboat Key & Ana Maria. 5 Min to Historic Downtown where you can enjoy restaurants, music, opera house, art exhibits and rooftop bars. Only 15 Min away UTC offers your favorite shopping, dining and lifestyle destination.

Beachfront Escape – Private Balcony, Gulf Views
Beachfront Bliss — No Streets to Cross, Just Steps from the Sand! Enjoy breathtaking Gulf and sunset views from your private balcony in this spacious, newly updated condo. Featuring a brand-new bathroom and new flooring throughout, this 4th-floor unit (with elevator access) is the perfect retreat for your Longboat Key escape. The condo comfortably sleeps up to 6 guests. Sip your morning coffee or catch dolphin sightings and stunning sunsets from the balcony with 180° view of the Gulf. Elevator.

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this coastal escape!

Oceanfront: Lots of January Availability!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

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 unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

2BR/2BA home w/ heated pool, 5 min to Siesta Key!
Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.
Popular amenities for waterfront rentals near Lido Key Beach
Waterfront apartment accommodation

Newly Remodeled Beachfront Studio - On the sand!

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Beachfront w private screened in lanai hot tub AMI

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Siesta Premier Location - The 'Calm of Siesta'

Dream Boat at The Beach Dreams Resort

2/2 Beach House Apt on Siesta Key
Waterfront house rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Peaceful Braden River Oasis: Guest House

Waterfront Retreat | Heated Pool & Boat Dock

Coastal Retreat near Siesta Key Beach and Downtown

Beach, Village, Dock & Private Pool! One-of-a-kind

Tranquility on the bay.

Minutes to Siesta Key, heated pool & tiki on water

Trendy & Relaxing: Close to Beach ~ Pool ~ Hot Tub
Waterfront condo accommodation

SRQ/Longboat Key Beach - kid friendly/romantic B1

The Beach Condo #107 Beachfront Full View

Crystal House on Siesta Key Beach

Luxury 3/3 Margaritaville Resort

A&A's Paradise near IMG & Anna Maria beaches

Lake View 1BR Condo | Heated Pool Near Siesta

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Siesta Key Beach Front Condo
Other waterfront holiday rentals

Luxe Waterfront Resort Style Living at its Best!

#204 Lido Beach, Lido Key, Sarasota FL

NEW! Coconuts 106! Beach Front! Heat Pool!

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

Siesta Beachfront Suite

Oak Hammock on the Lake

Stunning Water View, Kayaks, Resort Pool Sarasota

The All Hands On Deck Cottage at Casa Limonada
Quick stats about waterfront rentals near Lido Key Beach

Total holiday rentals
Explore 20 holiday rentals in Lido Key Beach

Nightly prices starting at
Lido Key Beach holiday rentals start at $194 AUD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Lido Key Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Lido Key Beach rentals

4.8 Average rating
Lido Key Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a hot tub Lido Key Beach
- Rentals with a patio Lido Key Beach
- Rentals with pools Lido Key Beach
- Rentals with a washing machine and dryer Lido Key Beach
- Villa rentals Lido Key Beach
- Apartment rentals Lido Key Beach
- Rentals with outdoor seating Lido Key Beach
- Boutique hotels Lido Key Beach
- Family-friendly rentals Lido Key Beach
- Rentals with beach access Lido Key Beach
- Beachfront rentals Lido Key Beach
- House rentals Lido Key Beach
- Rentals with a fireplace Lido Key Beach
- Beach house rentals Lido Key Beach
- Condo rentals Lido Key Beach
- Pet-friendly rentals Lido Key Beach
- Waterfront rentals Sarasota
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Don CeSar Hotel




