Top 50 Surfside Vacation Rentals

Condos (115)
Houses (5)
Studios (2)
Golf rental (81)
Beach view (64)
Ocean view (41)

Explore a selection of Surfside vacation rentals

Newly renovated & upgraded, great beach views!
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$139 avg/night
2 beds
2 Bathrooms
Guests 8
8 reviews
Spectacular Gulf Views from every room! Nice large 28 ft...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$150 avg/night
2 beds
2 Bathrooms
Guests 6
26 reviews
Sweet Deal at Surfside Resort! Amenities Galore! Destin, FL
Guests4
Bedroom1
Bathroom1
Wonderful 4.8 / 5
$117 avg/night
1 bed
1 Bathroom
Guests 4
74 reviews
Surfside Sisters offer Affordable Luxury!
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$114 avg/night
2 beds
2 Bathrooms
Guests 6
21 reviews
Looking Right at The Beach* Free Beach Chair Set Up
Guests2
Bedroom1
Bathroom1
Wonderful 4.7 / 5
$132 avg/night
1 bed
1 Bathroom
Guests 2
32 reviews
Spectacular Beach & Pool Views, Free Beach Service, contact owner...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$114 avg/night
2 beds
2 Bathrooms
Guests 6
52 reviews
Beautiful, w/ Great Ocean Views, free beach service, free hi-spe...
Guests6
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$99 avg/night
2 beds
2 Bathrooms
Guests 6
54 reviews
Brand New Kitchen* Gulf Views Every Room *Owner Operated
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$136 avg/night
2 beds
2 Bathrooms
Guests 6
34 reviews
Gorgeous Views of the Gulf
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$199 avg/night
2 beds
1 Bathroom
Guests 6
12 reviews
Awesome 11th Floor Beach Views at Surfside!
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$193 avg/night
2 beds
1 Bathroom
Guests 6
24 reviews
Surfside Sisters Offer Affordable Luxury!
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$114 avg/night
2 beds
2 Bathrooms
Guests 6
31 reviews
Surfside Resort, Amazing Views, Beautiful Interior and Huge Balcony
Guests8
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$124 avg/night
2 beds
2 Bathrooms
Guests 8
23 reviews
Beautiful ocean views from every room!!
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$132 avg/night
2 beds
2 Bathrooms
Guests 8
30 reviews
Designer Inspired Dream! Surfside #704
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$128 avg/night
2 beds
2 Bathrooms
Guests 8
27 reviews
Welcome back to the beach! Ask us about our end of Summer...
Guests8
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$83 avg/night
2 beds
2 Bathrooms
Guests 8
1 reviews
Surfside 406, 2BR/2BA condo, just across the street from the beach!
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$135 avg/night
2 beds
2 Bathrooms
Guests 8
17 reviews
Just Steps from the Emerald Waters of the Gulf
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$225 avg/night
2 beds
2 Bathrooms
Guests 6
31 reviews
Gorgeous Gulf Front! Free Beach Service! OCEAN FRONT -STEPS TO THE...
Guests10
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$269 avg/night
3 beds
3 Bathrooms
Guests 10
6 reviews
FALL Special - 20% OFF BASE RENTAL RATE***
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$123 avg/night
2 beds
2 Bathrooms
Guests 8
48 reviews
Free Beach Service! Gorgeous Ocean Views w/ Huge Balcony & Pool...
Guests8
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$122 avg/night
2 beds
2 Bathrooms
Guests 8
4 reviews
Surfside 1407 - Gulf Views! Great Amenities! Prime Location! Easy...
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.5 / 5
$112 avg/night
2 beds
2 Bathrooms
Guests 8
2 reviews
SUPERIOR 3 B/R 3/B with GULF VIEWS FROM EVERY ROOM + Beach Chairs...
Guests8
Bedrooms3
Bathrooms3
Wonderful 4.9 / 5
$268 avg/night
3 beds
3 Bathrooms
Guests 8
21 reviews
Hello Summer! Up to 30% discount for June dates! Book Now!
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$91 avg/night
2 beds
2 Bathrooms
Guests 6
14 reviews
11/22 - 12/31 $89/Night! No tax when you book for these dates!
Guests4
Bedroom1
Bathroom1
Wonderful 4.4 / 5
$92 avg/night
1 bed
1 Bathroom
Guests 4
12 reviews
Family Friendly Large 2 Bedroom on Ocean
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.4 / 5
$192 avg/night
2 beds
2 Bathrooms
Guests 8
19 reviews
Dear Summer, I have missed you! Ask us about our end of Summer...
Guests8
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$111 avg/night
2 beds
2 Bathrooms
Guests 8
34 reviews
Paradise FOUND! Free Beach setup,with rental!
Guests6
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$130 avg/night
2 beds
2 Bathrooms
Guests 6
11 reviews
Huge Balcony! Low Rates! Free Beach Service!! Awesome Views of the...
Guests12
Bedrooms3
Bathrooms3
Wonderful 4.8 / 5
$142 avg/night
3 beds
3 Bathrooms
Guests 12
5 reviews
Surfside 505 - Surfside Resort! Gulf View! Fully Updated! Email...
Guests8
Bedrooms2
Bathrooms2
Wonderful 3 / 5
$107 avg/night
2 beds
2 Bathrooms
Guests 8
4 reviews
Great Views! Huge Balcony Opens to All Rooms! "SEA BREEZE"
Guests10
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$151 avg/night
3 beds
2 Bathrooms
Guests 10
21 reviews
Huge Balcony! Low Rates! Free Beach Service!! Awesome Views!! Pool...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$122 avg/night
2 beds
2 Bathrooms
Guests 6
8 reviews
Huge Balcony! Low Rates! Free Beach Service!! Awesome Views of the...
Guests10
Bedrooms3
Bathrooms3
Wonderful 4.3 / 5
$138 avg/night
3 beds
3 Bathrooms
Guests 10
3 reviews
Book Now For $99.00/ Night!!
Guests6
Bedroom1
Bathroom1
Wonderful 5 / 5
$99 avg/night
1 bed
1 Bathroom
Guests 6
3 reviews
Open Week of 9/17! Low Rates! Free Beach Service!! Awesome Views...
Guests9
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$147 avg/night
3 beds
3 Bathrooms
Guests 9
4 reviews
Special Rate: Week 8/26 or 9/2. Gorgeous Views!!! Beach Service...
Guests10
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$185 avg/night
3 beds
3 Bathrooms
Guests 10
26 reviews
Come make memories that will last a lifetime!
Guests8
Bedrooms3
Bathrooms3
Wonderful 4.8 / 5
$244 avg/night
3 beds
3 Bathrooms
Guests 8
5 reviews
Spacious Surfside Condo ~ Incredible Gulf Views ~ Pool, Hot Tub...
Guests6
Bedrooms2
Bathrooms2
Wonderful 3.3 / 5
$94 avg/night
2 beds
2 Bathrooms
Guests 6
3 reviews
BEAUTIFUL DECOR & BEACH VIEW FROM XL BALCONY!! GREAT FALL...
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$128 avg/night
2 beds
2 Bathrooms
Guests 8
15 reviews
MB- Surfside Resort #309
Guests6
Bedrooms2
Bathrooms2
Wonderful 3.7 / 5
$143 avg/night
2 beds
2 Bathrooms
Guests 6
6 reviews
Surfside Resort 0L7: 0 BR / 1 BA condominium in Miramar Beach...
Guests4
Studio
Bathroom1
Wonderful 4 / 5
$86 avg/night
Studio
1 Bathroom
Guests 4
1 reviews
Gulf Front w/ Amazing Views from Every Room! Low Rates! Free Beach...
Guests12
Bedrooms3
Bathrooms3
Wonderful 4.6 / 5
$186 avg/night
3 beds
3 Bathrooms
Guests 12
17 reviews
Surfside 1406, 2BR/2BA condo, just across the street from the...
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.6 / 5
$135 avg/night
2 beds
2 Bathrooms
Guests 8
26 reviews
SURFSIDE 611-GULF VIEWS,Sept & OCTOBER Rates Reduced 20%!
Guests12
Bedrooms3
Bathrooms3
Wonderful 4.4 / 5
$114 avg/night
3 beds
3 Bathrooms
Guests 12
26 reviews
Gorgeous Gulf Front! Low Rates! Free Beach Service!! Huge Balcony...
Guests12
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$181 avg/night
3 beds
3 Bathrooms
Guests 12
3 reviews
Surfside Resort 1402a - Hotel Suite With Full Gulf View, Sleeps 2...
Guests2
Bedroom1
Bathroom1
Wonderful 1 / 5
$116 avg/night
1 bed
1 Bathroom
Guests 2
1 reviews
Awesome Views of the Gulf! Low Rates! Free Beach Service!! Pool...
Guests6
Bedrooms2
Bathrooms2
Wonderful 4 / 5
$108 avg/night
2 beds
2 Bathrooms
Guests 6
3 reviews
Remodeled high rise with gorgeous ocean and bay views! Private...
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$265 avg/night
2 beds
2 Bathrooms
Guests 8
24 reviews
Surfside Resort # 30312
Guests12
Bedrooms3
Bathrooms3
Wonderful 4 / 5
$214 avg/night
3 beds
3 Bathrooms
Guests 12
3 reviews
Free Beach Service ~Incredible Gulf Views From All Rooms ~ Walk...
Guests6
Bedrooms2
Bathrooms2
Wonderful 3.5 / 5
$102 avg/night
2 beds
2 Bathrooms
Guests 6
2 reviews
Open wk of 9/17! Low Rates! Free Beach Service!! Gulf Front...
Guests12
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$173 avg/night
3 beds
3 Bathrooms
Guests 12
21 reviews

Surfside (Destin, FL, USA) Vacation Rentals

Newly renovated & upgraded, great beach views!

Spectacular Gulf Views from every room! Nice large 28 ft...

Sweet Deal at Surfside Resort! Amenities Galore! Destin, FL

Surfside Sisters offer Affordable Luxury!

Looking Right at The Beach* Free Beach Chair Set Up

Spectacular Beach & Pool Views, Free Beach Service, contact owner...

Beautiful, w/ Great Ocean Views, free beach service, free hi-spe...

Brand New Kitchen* Gulf Views Every Room *Owner Operated

Gorgeous Views of the Gulf

Awesome 11th Floor Beach Views at Surfside!

Surfside Sisters Offer Affordable Luxury!

Surfside Resort, Amazing Views, Beautiful Interior and Huge Balcony

Beautiful ocean views from every room!!

Designer Inspired Dream! Surfside #704

Welcome back to the beach! Ask us about our end of Summer...

Surfside 406, 2BR/2BA condo, just across the street from the beach!

Just Steps from the Emerald Waters of the Gulf

Gorgeous Gulf Front! Free Beach Service! OCEAN FRONT -STEPS TO THE...

FALL Special - 20% OFF BASE RENTAL RATE***

Free Beach Service! Gorgeous Ocean Views w/ Huge Balcony & Pool...

Surfside 1407 - Gulf Views! Great Amenities! Prime Location! Easy...

SUPERIOR 3 B/R 3/B with GULF VIEWS FROM EVERY ROOM + Beach Chairs...

Hello Summer! Up to 30% discount for June dates! Book Now!

11/22 - 12/31 $89/Night! No tax when you book for these dates!

Family Friendly Large 2 Bedroom on Ocean

Dear Summer, I have missed you! Ask us about our end of Summer...

Paradise FOUND! Free Beach setup,with rental!

Huge Balcony! Low Rates! Free Beach Service!! Awesome Views of the...

Surfside 505 - Surfside Resort! Gulf View! Fully Updated! Email...

Great Views! Huge Balcony Opens to All Rooms! "SEA BREEZE"

Huge Balcony! Low Rates! Free Beach Service!! Awesome Views!! Pool...

Huge Balcony! Low Rates! Free Beach Service!! Awesome Views of the...

Book Now For $99.00/ Night!!

Open Week of 9/17! Low Rates! Free Beach Service!! Awesome Views...

Special Rate: Week 8/26 or 9/2. Gorgeous Views!!! Beach Service...

Come make memories that will last a lifetime!

Spacious Surfside Condo ~ Incredible Gulf Views ~ Pool, Hot Tub...

BEAUTIFUL DECOR & BEACH VIEW FROM XL BALCONY!! GREAT FALL...

MB- Surfside Resort #309

Surfside Resort 0L7: 0 BR / 1 BA condominium in Miramar Beach...

Gulf Front w/ Amazing Views from Every Room! Low Rates! Free Beach...

Surfside 1406, 2BR/2BA condo, just across the street from the...

SURFSIDE 611-GULF VIEWS,Sept & OCTOBER Rates Reduced 20%!

Gorgeous Gulf Front! Low Rates! Free Beach Service!! Huge Balcony...

Surfside Resort 1402a - Hotel Suite With Full Gulf View, Sleeps 2...

Awesome Views of the Gulf! Low Rates! Free Beach Service!! Pool...

Remodeled high rise with gorgeous ocean and bay views! Private...

Surfside Resort # 30312

Free Beach Service ~Incredible Gulf Views From All Rooms ~ Walk...

Open wk of 9/17! Low Rates! Free Beach Service!! Gulf Front...