House
10.0(186 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $475/Night
7 Nights - US $3,328
San Juan Summer Rentals, Cottages & Cabins
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Compare Summer Rental in San Juan
10.0
House
9.0(1 Review)
3 Bedrooms
8 Guests
- Parking
Pool
Spa
View
US $279/Night
7 Nights - US $1,954
US $8,832/Night
7 Nights - US $61,826
House
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,239
House
8.0(1 Review)
9 Bedrooms
26 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $1,458/Night
7 Nights - US $10,206
House
10.0(3 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $263/Night
7 Nights - US $1,839
House
7.0(4 Reviews)
2 Bedrooms
6 Guests
- Parking
- View
Air Conditioner
Internet
US $257/Night
7 Nights - US $1,797
House
9.8(20 Reviews)
2 Bedrooms
5 Guests
Private Pool- Oceanfront
- Parking
- Pool
US $400/Night
7 Nights - US $2,802
US $2,585/Night
7 Nights - US $18,095
House
9.4(16 Reviews)
1 Bedroom
2 Guests
Hot Tub- Parking
- Ocean View
- View
US $263/Night
7 Nights - US $1,839
US $2,585/Night
7 Nights - US $18,095
House
9.2(29 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $270/Night
7 Nights - US $1,890
US $1,212/Night
7 Nights - US $8,485
House
8.8(15 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $384/Night
7 Nights - US $2,691
House
8.4(29 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- View
Kitchen
US $390/Night
7 Nights - US $2,727
Cottage
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $473/Night
7 Nights - US $3,311
House
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $455/Night
7 Nights - US $3,183
House
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $419/Night
7 Nights - US $2,933
House
10.0(97 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $658/Night
7 Nights - US $4,606
House
10.0(29 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,046/Night
7 Nights - US $7,322
House
10.0(28 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $862/Night
7 Nights - US $6,034
New
House
10.0(28 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $724/Night
7 Nights - US $5,068
House
10.0(25 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,457/Night
7 Nights - US $10,202
House
10.0(19 Reviews)
4 Bedrooms
9 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,445/Night
7 Nights - US $10,118
About San Juan Summer Rental on Casai.com
With 132 summer rental in or near San Juan? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.
Our holiday homes and villas in San Juan come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a relaxing retreat in San Juan to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in San Juan.
Summer Rental: Explore Top Destinations
Frequently Asked Questions About San Juan Luxury Rentals
What are the top rated Summer Rentals in San Juan?
There are a lot of options in San Juan. If you plan on staying in the San Juan area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in San Juan:
- Latitude Adjustment, Private Heated Pool, Pet-Friendly, Easy Bike Ride to Seaside!
- Luxe Beach Retreat Walk to Beach Pool Spa, Golf Cart, Game Room & Putting Green
- The Salty Pig- Dog Friendly- 4 Bikes Included
- Steps to 30As Longest Public Beach,Private Pool,& Courtyard in Tropical Gardens
- 30A - Walk to Beach - Pool - Golf Cart - Bikes
- Huge House - Private Pool - Bikes - Pet Friendly
- Juan Fine Day, Luxury Seagrove Beach Home w Heated Pool, Golf Cart & Bikes
- One for All Private Heated Pool, Golf Cart, Sleeps 16 Seagrove Beach
- Stunning New Main & Carriage House w/Private Pool- Seas the Day of Seagrove
- Modern Pet-Friendly Retreat for Families w/2 Bunk Rooms | Brand New Pool!
How many summer rentals are available around San Juan, FL?
In 2026, Casai offers 132 summer rentals in or around San Juan. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in San Juan?
The average price per night for a summer rental in San Juan is $911. Check the full list of summer accommodations in San Juan.
How many summer rentals are available to book in San Juan?
There are 132 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.com.
Do any summer rentals in San Juan have a private pool?
Yes, here are some popular summer holiday rentals in San Juan that have a private or indoor pool:
- Seagrove Beach 30A "The Sweet Southern Juan" Just steps from the Ocean
- Book Me Baby! Juan Sweet Beach House in Santa Rosa Beach
- Summer Wind 7 Bedroom Home by RedAwning
- Big Juan- Steps to Beach- 4 Bikes!
Check all holiday rentals with a pool in San Juan on Casai.com.
Can I rent pet-friendly summer rentals in San Juan?
Yes, We have 132 summer rental homes in San Juan and types of place to stay in San Juan include:
- Vacation Homes: 132 available for rent
- Villas: 132 Rentals available for rent
- Holiday Apartments: 132 Rentals available for rent
- Hotels with Suites: 132 Rentals available for book
Do you have a luxury summer rental with a pool in San Juan?
Yes, of course! There are many luxury summer rental properties in San Juan. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in San Juan.
