Owner Direct Vacation Rentals in Anne's Beach

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  4.  Florida
  5.  Anne's Beach

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192 Anne's Beach Vacation Homes From $154

Looking for the ideal vacation rental in Anne's Beach? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Tollgate Tides
Tollgate Tides
House
Islamorada, FL, USA
0.5k from Anne's Beach center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels, Beach rentals

2 Bedrooms6 Guests
New to Booking
$154
Average price / night
Check Availability
Relax in Sunset Cottage, bayfront 4BR pool home retreat in picturesque Islamorada.
Relax in Sunset Cottage, bayfront 4BR pool home retreat in picturesque Islamorada.
House
Islamorada, FL, 33036, United States
0.2k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$1133
Average price / night
Check Availability
Paradise Beach
Paradise Beach
House
Islamorada, FL, USA
0.5k from Anne's Beach center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Accessible hotels

3 Bedrooms7 Guests
New to Booking
$242
Average price / night
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Coastal Studio Getaway – Second Floor with Partial Water Views
Coastal Studio Getaway – Second Floor with Partial Water Views
Apartment
Islamorada, FL, 33036, United States
0.3k from Anne's Beach center

AC, Balcony, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom3 Guests
9.6

Exceptional

7 reviews

$360
Average price / night
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Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
Apartment
Islamorada, FL, USA
1.3k from Anne's Beach center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom10 Guests
New to Booking
$880
Average price / night
Check Availability
Second Floor Den Suite – Sunny Islamorada Escape, Pool, Beach, Marina, Sleeps 6
Second Floor Den Suite – Sunny Islamorada Escape, Pool, Beach, Marina, Sleeps 6
Apartment
Islamorada, FL, 33036, United States
0.3k from Anne's Beach center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom5 Guests
New to Booking
$452
Average price / night
Check Availability
Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
Apartment
Islamorada, FL, USA
1.3k from Anne's Beach center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$582
Average price / night
Check Availability
Tide & Seek: Oceanview Studio Escape in Islamorada
Tide & Seek: Oceanview Studio Escape in Islamorada
Apartment
Islamorada, FL, 33036, United States
0.3k from Anne's Beach center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom3 Guests
New to Booking
$360
Average price / night
Check Availability
Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
Apartment
Islamorada, FL, USA
1.5k from Anne's Beach center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom18 Guests
New to Booking
$1388
Average price / night
Check Availability
\"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!\"
\"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!\"
House
Islamorada, FL, 33036, United States
0.3k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
10.0

Exceptional

20 reviews

$445
Average price / night
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Antigua Place
Antigua Place
House
Islamorada, FL, USA
1.9k from Anne's Beach center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$369
Average price / night
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Off the beaten path in one of Islamorada’s hidden gem of a community!.
Off the beaten path in one of Islamorada’s hidden gem of a community!.
House
Islamorada, FL, 33036, United States
0.4k from Anne's Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

8 reviews

$199
Average price / night
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Sandglass 4
Sandglass 4
House
Islamorada, FL, USA
2.3k from Anne's Beach center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay, Family

5 Bedrooms12 Guests
New to Booking
$640
Average price / night
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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home
House
Islamorada, FL, 33036, United States
0.4k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

21 reviews

$693
Average price / night
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Waterfront Wonder
Waterfront Wonder
House
Islamorada, FL, USA
2.3k from Anne's Beach center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

6 Bedrooms12 Guests
New to Booking
$1007
Average price / night
Check Availability
NEW!  Waterfront, 3 Bedroom, 3 Bath.  Keys Living, Peaceful Retreat
NEW! Waterfront, 3 Bedroom, 3 Bath. Keys Living, Peaceful Retreat
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$342
Average price / night
Check Availability
Relaxing waterfront retreat with boat dock & amazing ocean views
Relaxing waterfront retreat with boat dock & amazing ocean views
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$289
Average price / night
Check Availability
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$226
Average price / night
Check Availability
Water Front 3/3 Family and Boat Friendly Home, Great Views
Water Front 3/3 Family and Boat Friendly Home, Great Views
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$305
Average price / night
Check Availability
A Piece of Paradise Islamorada, Fl. On the water 3/2, 90 Ft of dock New Pool
A Piece of Paradise Islamorada, Fl. On the water 3/2, 90 Ft of dock New Pool
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$612
Average price / night
Check Availability
You will never want to leave
You will never want to leave
House
Islamorada, FL, 33036, United States
0.5k from Anne's Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1061
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Anne's Beach.

Anne's Beach Vacation Rentals on the Map

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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Anne's Beach. If you plan on staying in the Anne's Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Anne's Beach

You can explore 192 verified vacation rentals in Anne's Beach. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Anne's Beach vary depending on the season, property size, and location. Rates typically start from around $154 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Anne's Beach include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Anne's Beach welcome pets. Currently, 35 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Anne's Beach often include amenities such as Laundry, Balcony/Terrace, and Internet. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.