
Places to stay near Siesta Beach
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Top-rated holiday rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for holiday rentals near Siesta Beach
Condo rentals with Wi-Fi

Steps away from beach and village! #1 in Siesta!

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Beach Retreat - Jamaica Royale Unit #52

KING Bed + Anna Maria Island Beaches + Beach Gear!

Sunset and beach view from your balcony Unit 403

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

Anchor house +6 min. from Siesta Beach+heated pool

The Key to a Great Vacation!
Family-friendly house rentals

The Sand Castle - Backyard Oasis Mins from Siesta!

Siesta Beach, 5 minutes from downtown.

The Lovely Stay |6 miles to Siesta Key Paradise

Your private retreat near Siesta Key Beach.

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

Vacation Home near Siesta Key

Living The Dream: Heated Pool + Mini Golf +Swings

Sweet Siesta Cottage
Apartment rentals with air conditioning

*Recently Updated* Cozy Oasis, centrally located

Modern Luxury Apartment in a House Near Siesta

Casa del Sol II (Non-Smoking Property)

Super Clean! 2/2 condo Walk to SKey!

Cozy and Private Studio Near Downtown & Beaches

Gillespie On The Park, Walk to Downtown

VILLA 5 · Pool view. King bed. Daily rentals

Come Enjoy Our Peaceful Retreat
Other great holiday rentals near Siesta Beach

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Toes In The Sand | Private Pool, Walk to Beach!

Siesta Oceanview Retreat-1 min walking to beach

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

100 Steps to beach access & 5-min Village walk

Amazing beach view! Entire unit renovated!

True Island Living House/beach/water views

Breathtaking Beachfront Views in Siesta Key
Quick stats about holiday rentals near Siesta Beach
Total rentals
1.8K properties
Nightly prices starting at
$101 NZD before taxes and fees
Total number of reviews
29K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
1.5K properties have a pool
Destinations to explore
- Waterfront rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with lake access Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Beachfront rentals Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Rentals with a patio Siesta Beach
- Family-friendly rentals Siesta Beach
- Rentals with a fireplace Siesta Beach
- House rentals Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a hot tub Siesta Beach
- Townhouse rentals Siesta Beach
- Rentals with pools Siesta Beach
- Villa rentals Siesta Beach
- Anna Maria Island
- Crescent Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Caspersen Beach
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- Splash Harbour Water Park
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club