Vacation rentals in Summer Haven

Dolphins and Dream Water Views, Dock Your Boat!

Save this home, click the <3 in the upper corner! >Private Waterfront Retreat with Dock, Kayaks and Stunning Sunset >Wildlife encounters from the property include dolphin, manatee, sea turtles, wading birds, and much more! >Old Florida setting in a quiet river environment >High Speed Wi-Fi – Remote work friendly >Spacious 2 bedrooms that comfortably accommodates up to 6 guests >Washer/Dryer >Starter supplies of paper goods, soaps, laundry pods and household essentials are provided for your con

Family · Location · Decor

Summerhouse Oceanfront Condo

Wake up to breathtaking oceanfront sunrises in this spacious 2BR/2.5BA condo on Anastasia Island bordering Fort Matanzas National Monument. Just steps to the beach, this two-level retreat sleeps 6 (fold out couch) and features a private balcony, fully equipped kitchen, TVs, and in-unit laundry. Enjoy two temperature-controlled pools, tennis, pickleball, basketball, BBQ grills, fitness center and direct beach access. The perfect coastal escape to relax, recharge, and soak up the Florida sunshine.

Location · Family · Pool

Treehouse Artist Haven Direct Oceanfront 2br

Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002

Family · Value · Layout

Beachfront Estate | Sleeps 14 | Panoramic Views

Private beachfront estate with panoramic ocean views, decks, elevator, and room for 14 on a quiet stretch of beach. Wake up to dolphins offshore, spend the day on the beach, and gather with family in a spacious retreat designed for unforgettable getaways. Perfect for multigenerational families and reunions, this beachfront home features a chef’s kitchen, direct beach access, kayaks, paddleboards, beach gear, and more. 𝗡𝗼 𝗰𝗵𝗼𝗿𝗲𝘀. 𝗝𝘂𝘀𝘁 𝘃𝗮𝗰𝗮𝘁𝗶𝗼𝗻. No checkout chores. Period.

Family · Value · Kitchen

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Value · Location · Cleanliness

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

Location · Family · Hospitality

Large families welcome,Walking distance to beach

Unique Large Family Home! Pet Friendly. This 5 bedroom 4 bath home is made up of 3 individual units under one roof. You and your family/friends will enjoy : Casa 1 (upstairs) 3bd/2ba with full kitchen, living and dining room. Casa 2 (downstairs) 1bd/ba with kitchenette, living and dining room. Casa 3 (downstairs) 1bd/ba with full kitchen, living and dining room. Each “Casa” has its own private entrance and patio. However, the whole house is available for you and your family to enjoy!

Family · Location · Indoor spaces

7 Steps to Sand | Beach Gear | Grill | Large Deck

🌟 "Wow! You can’t get more OCEANFRONT... Everything was over the top!" - Guest Review Luxury 3-story midcentury modern beach home sleeping 8 with rare, direct beachfront access and stunning ocean views from every level. Enjoy a seamless coastal escape featuring: 🌊 Direct beach access (no roads to cross) 🛏️ Ultra-comfortable beds & premium linens 🍳 Fully stocked chef's kitchen 🏖️ High-quality beach gear & kid-friendly essentials Experience pristine comfort & breathtaking sunrises!

Value · Location · Comfort

Living Luxe - Oceanfront holiday bliss!

Welcome to Living Luxe, your oceanfront getaway! This 4-bedroom retreat offers stunning views, a private pool, and spacious balconies to enjoy the coastal breeze. With high ceilings and open living spaces, Living Luxe combines elegance and comfort. Fire up the grill for a barbecue or relax by the pool with the sound of waves in the background. With direct beach access and minutes from dining and attractions, Living Luxe is the perfect blend of relaxation and adventure. Unwind in paradise!

Family · Location · Access

Summerhouse - Direct Oceanfront Corner Unit

Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

Location · Family · Getting around

Mellon Haven - Island Cottage

This 1924 Beach Cottage was part of the original Mellon Estate located in Summer Haven. Literally steps from the Atlantic Ocean (one of the best surfing spots in St Augustine), it is the perfect hideaway to escape to an island! Equipped with WIFI, they will never know you are working remotely! It's quiet area to spend some time with your family with popular activities nearby. The home is updated, and features a screened porch that doubles the living space. The hardest part is going home.

Location · Family · Hospitality

Hideaway at Crescent Breach - St. Augustine

Recently updated, two-story townhouse, just steps to the beach! We have everything you need for a relaxing vacation on Crescent Beach in St. Augustine!, FL! Amazing views! Great for families and snowbirds alike! Weekly & monthly discounts available. Wide beaches, temp-controlled swimming pools, pickleball, tennis, racquetball, a basketball area, a new children's play area, and a lending library with books, puzzles, and games. This is the PERFECT place for families and active adults!

Value · Family · Access