Holiday rentals with beach access in Siesta Key

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Beachfront in Pass-A-Grille w/ 2 bikes & 2 boards

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Sea Shell Ocean view On Beach Walk everywhere Pool

Post Hurricane- Complex OPEN Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 265+ reviews that ave FIVE STAR!

Good Vibrations - stay ON the beach in Siesta Key!

Newly listed condo with an unrivaled location -ON- Siesta Beach! Sleeps 6 Enjoy incredible sunset views right from your living room, or simply walk across the street right to the beach! No pool or hot tub, but prime beach access with world famous velvety white sands and warm blue ocean waters. Why your stay with us will be exceptional: 1) We will go above and beyond for you. 2) Free high-speed Wi-Fi. 3) Beautifully designed, sleek space. Perfect for a relaxing getaway.

Bradenton Beach Sunsets 2, 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.

Remodeled/Beach Side1BD/2BA Walk to Beach&Htd Pool

- First Floor 1 Bed/2 Bath condo w/ One King Bed + One Sofa Bed - 3 Minute Walk to Beach (Gated Private Access ) and Saltwater Heated Pool - Beach Side of Midnight Pass Rd - Beach Gear Provided - Patio Area - One Parking Space out front ( max to mid SUV, large SUV may have difficulty in &out ) - Restaurants, bars, ice cream and seven Eleven, grocery & pharmacy+ shops right across the street! Go to places by walking or riding a free Trolley

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, 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 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Vintage Villa, Thirty-Five

Soak up the Florida sunshine on Golden Beach which is mere steps away from your front door! This mid-century vacation villa, located on Venice Island, is yours to unwind and relax in and is within minutes of additional beaches, historic Venice, a fishing pier and multiple restaurants. This single-level unit offers the ocean within steps of the unit and also offers a community pool.

Private Siesta Key Escape

Come stay in this stunning and spacious beach unit on PRIVATE CRESCENT BEACH on Siesta Key--our renovation has transformed a vintage beach condo into a unique comfortable coastal space. You will enjoy a quick minute's walk to the crystal sands of the beach. Our second-story unit is on a quiet street with no through traffic to the adjacent beach gate.