Pet-friendly holiday rentals in Anastasia Island

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.99 out of 5 average rating, 163 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

WalkabilityOutdoor spacesCleanliness

4.98 out of 5 average rating, 158 reviews

A coastal cottage with a modern design features a light-colored exterior and a metal roof. The entryway is adorned with teal shutters and a bright front door. Two white adirondack chairs are positioned on the porch, surrounded by well-maintained landscaping and palm trees.

Home in Crescent Beach

Seaside at Crescent Beach, 150 steps to the ocean

150 steps to beach sand of the ocean. SEASIDE beach cottage, built in 2021, at A Avenue - At the ramp to Crescent Beach ( 32080) 5 miles south of St. Augustine Beach. 20 minutes to The Nation's Oldest City. Great restaurants in the area. Rent a kayak -Boat ramp, fishing outfitter 3 blocks away. Open floor plan 2 story 3 br. and loft and 2 1/2 baths and a laundry room. Master BR downstairs. Soaring ceilings , good variety of space. Great vacation/family get-together spot. 2 Porches .

PetsWalkabilityAir conditioning

A vibrant swimming pool reflects the evening sky, surrounded by well-maintained landscaping. Poolside seating includes colorful lounge chairs and a dining set, while a floating flamingo adds a playful touch. Soft lighting from string lights enhances the serene atmosphere as dusk approaches.

4.99 out of 5 average rating, 141 reviews

HGTV-Style Home + Pool + Walk/Bike to Attractions

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

WalkabilityPetsCheck-in

4.96 out of 5 average rating, 239 reviews

Bungalow in Butler Beach

Ooo Laa Laaah Pets are welcome

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

WalkabilityOutdoor spacesQuiet

A light-filled living area features a modern TV console with a large screen and decorative accents. The space includes a comfortable sofa, two armchairs, and a dining area with a table and chairs, seamlessly connecting to the fully equipped kitchen.

4.91 out of 5 average rating, 171 reviews

Sunshine by historic downtown & the beach

Welcome to Casa Sunshine! A charming home with 2 beds, 2 baths just by historic downtown and near stunning beaches. Fully stocked for cooking, sleeping, laundry & kids' fun. Enjoy beach gear and games, board and mini arcade games for those chill days. Explore historic landmarks, dining, & nightlife, all within walking distance. Unwind in the spacious comfy bedrooms with ample sleeping. Ideal for families or small groups. You'll for sure have an enjoyable and memorable stay in St. Augustine!

PetsWalkabilityLaundry

4.93 out of 5 average rating, 222 reviews

Cozy Clean Comfortable Beach Home

This is a beautiful clean and cozy home is a hidden gem.. Located in on the beachside of A1A, and just a quick drive to downtown St. Augustine! Perfect for a family beach vacation! 2 bedrooms, 1 King bed and 1 Queen bed, 1 full bathroom, and a private outdoor shower! The kitchen is completely stocked with everything you need to cook. Washer and Dryer on site. The back porch area receives morning sun, and the front door faces sunset. Polished concrete floors, Pets are welcome friends!

WalkabilityOutdoor spacesComfort

A spacious balcony is seen, featuring two wicker chairs positioned at a small round table. The wood decking extends outward, providing an unobstructed view of the ocean and nearby palm trees against a backdrop of partly cloudy blue skies.

4.99 out of 5 average rating, 142 reviews

Memory Maker - Vacation with Friends and Family

Modern, beautiful beach house with views of the ocean and tons of space for family fun. Home is one block from the ocean and is stocked with beach chairs, boogie boards and sand toys. Enjoy two ocean view balconies, a large open concept kitchen, living room and dining room, and board games for evenings of laughs with friends. This ultimate beach house is close to local restaurants and is an eight mile drive to historic downtown St. Augustine with shopping, tours, museums and live music.

PetsWalkabilityParking

4.87 out of 5 average rating, 162 reviews

A single-story house is presented with a light exterior and a sloped roof. The front porch is accessible by three steps, and large windows allow ample natural light to fill the interior. Lush green grass and a few flower bushes enhance the front yard.

Home in Crescent Beach

The Beach House at Crescent Beach

The Beach House located at Crescent beach. Across the street from the beach with easy access and two blocks from the intracoastal. Drive 15 to 25 minutes to St. Augustine, depending on traffic, our nations oldest city with shopping and many historic sites. Excellent restaurants within minutes of house Pets (2 small or 1 large) must be mature and house trained. Please provide pet information at time of booking and pet fee must be paid. Great for boaters Car Limit: 2 Guest Limit: 6

Outdoor spacesWalkabilityLong stay

Apartment in St. Augustine Beach

A shaded outdoor area features a hammock with striped fabric, inviting relaxation. Stone pavers lead to a landscaped garden area with green foliage and seating. A patio setting is visible in the background, complete with table and chairs for outdoor dining.

4.89 out of 5 average rating, 292 reviews

Low Tide - Beach Bungalow

LowTide part of Sage Tides Triplex - East of A1A beach Blvd , ground floor, old-Florida (build in 1923!) pet-friendly 2 bedroom, cozy unit (900 sf) with a private yard & patio/garden living space & two hammocks. Located on a dead-end street easy walk (2 houses away) to the beach. Yes, old Tile floors, some with cracks but cool for your feet or pets & easy to sweep. Sleeps 2 comfortably, 3-4 tight . There is one full bath (shower only) new in 2022 and the kitchen is fully equipped.

WalkabilityPetsBiking

4.77 out of 5 average rating, 283 reviews

A living area features a cooling ceiling fan and large windows with light-filtering curtains. A wall-mounted TV displays an aquatic scene. A light-colored coffee table sits on wooden flooring, complemented by decorative plants and a woven tray.

Condo in Butler Beach

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

PetsWalkabilityHospitality

Guest suite in Butler Beach

The image captures a serene beach at sunset, where the sun is partially obscured by clouds, creating soft orange and blue hues in the sky. Tall grasses sway gently in the foreground, framing the scene of the calm ocean waves reflecting the fading light.

4.89 out of 5 average rating, 797 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

PetsOutdoor spacesSolo travel

The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.

4.99 out of 5 average rating, 138 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

Casa Coquina offers a uniquely central location for your visit to the nation's oldest city. Located across from Salt Run Waterway & walking distance to many restaurants & entertainment, this newly renovated home offers 2 bedrooms & 2 full bathrooms, large living room, Florida room & outdoor patio. It is a 2-minute drive to Historic Downtown & 5-minute drive to our beautiful beaches. The huge tree-shaded yard is completely fenced in for child/pet safety & total privacy. Enjoy!

Outdoor spacesPetsBathroom

Popular amenities for Anastasia Island pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 190 reviews

Uncle Reggie's Beach House

Outdoor spacesWalkabilityHiking

Home in St. Augustine Beach

A serene pool area is surrounded by palm trees and lush greenery, featuring a clear, inviting pool. Two green lounge chairs are placed beside the water, while a sun umbrella provides shade. The house stands in the background, illuminated by the afternoon sun.

4.94 out of 5 average rating, 112 reviews

Steps to Beach | Heated Pool, Patio Bar | Fire Pit

Outdoor spacesWalkabilityNearby

Home in St. Augustine Beach

A modern kitchen features white cabinetry and stainless steel appliances. A granite countertop provides workspace, and a wooden dining table with four chairs is present. Natural light enters through a window, illuminating the open layout and creating a bright environment.

4.9 out of 5 average rating, 154 reviews

"Fenced Yard" ~ Only a few Steps to the Beach!

WalkabilityOutdoor spacesLaundry

A living area is featured with a light yellow wall and large windows allowing natural light. A blue sofa and a recliner are arranged around a circular coffee table. A television is mounted on a white console, with framed artwork adorning the walls.

4.84 out of 5 average rating, 118 reviews

Ocean Village Club-First Floor Access.

Outdoor spacesWalkabilityLocation

A secluded poolside area is showcased, featuring a structured cabana adorned with soft seating. Nearby, comfortable lounge chairs are positioned around a tranquil swimming pool, surrounded by a clean, landscaped space with tropical plants and a shaded umbrella, inviting relaxation.

4.81 out of 5 average rating, 110 reviews

Beautiful Ocean View Pool Home ~ Heated Pool

BeachFamilyPoolLocationWalkabilityHospitalityCleanlinessComfortKitchenIndoor spacesNearbyAccuracyOutdoor spacesBathroomBackyardConditionSleep qualityPetsBikingAmenitiesQuietLayoutViewAccessGetting aroundCheckoutDecorBarbecueValueCheck-inTVParking

A charming white cottage showcases a welcoming porch adorned with hanging planters. An American flag flutters by the entrance, while a gravel pathway leads up to the home, surrounded by manicured greenery and shaded by large trees, creating a serene exterior setting.

5.0 out of 5 average rating, 155 reviews

Historic 1918 Cottage in Downtown St. Augustine

LocationWalkabilityHospitalityCleanlinessComfortDecorFamilyIndoor spacesQuietAccuracyNearbyParkingOutdoor spacesSleep qualityCheck-inGetting aroundKitchenConditionCheckoutBathroomBeachAir conditioningAmenitiesBackyardLayoutTVPetsWi-FiLaundryNoiseValue

An open-concept living area features a comfortable gray sofa, a coffee table, and a TV on a stand. Natural light fills the space through the windows, and a dining table with chairs is visible in the background. A patterned rug adds warmth to the wooden floor.

4.96 out of 5 average rating, 384 reviews

Downton Abbottry 2/2 - 5 Min Walk To City Gates

LocationWalkabilityHospitalityCleanlinessComfortNearbyIndoor spacesQuietOutdoor spacesDecorAccuracyParkingSleep qualityFamilyGetting aroundAmenitiesBathroomKitchenPetsCheck-inConditionBackyardValueBeachLayoutCheckoutAccessBarbecueAir conditioningTVLaundryBikingViewParksLong stayHeatingWi-FiNoiseShared spaces

A refreshing pool awaits in a spacious backyard, framed by vibrant greenery. A colorful mural of 'FLORIDA' adds a cheerful touch to the exterior, while comfortable chairs are positioned nearby for relaxation. The pool is surrounded by a paved area, inviting guests to unwind.

4.92 out of 5 average rating, 312 reviews

POOL+Walk to Concerts + 5 mins to Historic & Beach

LocationCleanlinessHospitalityBackyardBeachComfortPetsNearbyWalkabilityOutdoor spacesPoolFamilyGetting aroundAccuracySleep qualityDecorKitchenQuietAmenitiesIndoor spacesConditionCheck-inBathroomCheckoutAccessValueParksTVLayoutParkingAir conditioningBarbecueWi-FiLaundryNoiseBiking

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 103 reviews

Tiki Time-Pool & Heated Spa, Amazing Backyard

HospitalityFamilyBeachPoolLocationCleanlinessHot tubWalkabilityBackyardOutdoor spacesNearbyAccuracyIndoor spacesComfortKitchenQuietAmenitiesTVConditionSleep qualityCheck-inBathroomBarbecueLayoutValueDecorCheckoutPetsLaundryWi-FiParkingGetting aroundRiverNoiseAccessBiking

4.87 out of 5 average rating, 312 reviews

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

Condo in Butler Beach

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

BeachHospitalityCleanlinessLocationComfortNearbyWalkabilityPoolSleep qualityAccuracyValueAccessFamilyGetting aroundCheck-inBathroomIndoor spacesPetsAmenitiesKitchenNoiseParkingConditionQuietLaundryDecorOutdoor spacesTVCheckoutViewParksHeatingWi-FiLong stayAir conditioningBiking

4.92 out of 5 average rating, 173 reviews

Condo in Butler Beach

2 King Beds - Walk to Beach

BeachHospitalityCleanlinessComfortWalkabilityFamilyLocationIndoor spacesSleep qualityAmenitiesNoiseAccuracyKitchenPoolNearbyParkingAccessDecorBathroomHot tubQuietLayoutTVConditionGetting aroundCheckoutOutdoor spacesPetsWi-FiLaundryViewValueAir conditioningBikingCheck-inHeating

4.91 out of 5 average rating, 122 reviews

A sparkling pool is surrounded by lounge chairs, offering a refreshing retreat. Lush greenery and open fields create a serene backdrop, while a distant building is visible, adding to the tranquil setting.

Bungalow in Butler Beach

Barefoot Bungalow St. Augustine Beach

BeachLocationHospitalityCleanlinessPoolComfortWalkabilityNearbyPetsFamilyAmenitiesQuietViewSleep qualityBikingAccuracyOutdoor spacesKitchenParkingGetting aroundIndoor spacesValueDecorCheck-inTVAir conditioningBathroomLayoutLaundryCheckoutConditionParksWi-FiLong stayRiverAccessShared spaces

4.98 out of 5 average rating, 350 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

2 Bedroom, Private Hot Tub, walk to Loins Bridge

LocationCleanlinessHospitalityHot tubWalkabilityNearbyComfortSleep qualityBeachDecorAccuracyQuietOutdoor spacesGetting aroundAmenitiesIndoor spacesCheck-inFamilyPetsKitchenConditionParkingTVCheckoutBathroomAccessBikingParksBarbecueValueBackyardViewLayoutWi-FiLaundryLong stayNoiseAir conditioning

A heated pool is illuminated in bright blue under the night sky, surrounded by lounge chairs positioned on a tiled patio. Lush greenery and palm trees are visible in the background, contributing to a relaxed outdoor ambiance.

4.97 out of 5 average rating, 109 reviews

Beach Getaway | Pool | Sleeps 16

BeachFamilyHospitalityPoolIndoor spacesWalkabilityCleanlinessLocationComfortKitchenAccuracyGetting aroundAmenitiesOutdoor spacesNearbySleep qualityBathroomQuietConditionAccessCheck-inLayoutParkingCheckoutDecorBarbecueValueAir conditioningTVHeatingWi-FiLaundryNoiseBiking

Apartment in Butler Beach

4.88 out of 5 average rating, 166 reviews

1 Bedroom Condo with Heated Pool

BeachCleanlinessHospitalityWalkabilityLocationPoolNearbyComfortAccuracyAmenitiesTVQuietKitchenSleep qualityCheck-inFamilyAccessConditionIndoor spacesValueGetting aroundViewBathroomParkingCheckoutOutdoor spacesLaundryAir conditioningDecorPetsLayoutHeatingWi-FiNoise

A vibrant yellow house is seen surrounded by a spacious green yard, featuring a private pool bordered by lounge chairs. The outdoor area is designed for relaxation, equipped with various beach chairs placed on the grass, and a sunny sky adds brightness to the scene.